1.0 2016-09-30 22:50:27 UTC 2020-04-22 15:09:33 UTC BMDB0002053 BMDB02053 Histidylproline diketopiperazine His-pro-DKP Cyclo(his-pro) Cyclo(histidyl-prolyl) Histidyl-proline diketopiperazine Histidyl-proline diketopiperazine, (3R-cis)-isomer Histidyl-proline diketopiperazine, (3S-cis)-isomer Histidyl-proline diketopiperazine, (3S-trans)-isomer Histidyl-proline-diketopiperazine C12H16N4O2 248.281 248.127325776 (3S,9aS)-3-(1H-imidazol-5-ylmethyl)-octahydro-1H-pyrido[1,2-a]piperazine-1,4-dione (3S,9aS)-3-(3H-imidazol-4-ylmethyl)-hexahydro-2H-pyrido[1,2-a]piperazine-1,4-dione 53109-32-3 [H][C@@]12CCCCN1C(=O)[C@H](CC1=CN=CN1)NC2=O InChI=1S/C12H16N4O2/c17-11-10-3-1-2-4-16(10)12(18)9(15-11)5-8-6-13-7-14-8/h6-7,9-10H,1-5H2,(H,13,14)(H,15,17)/t9-,10-/m0/s1 LCXWQHWWTPOAFI-UWVGGRQHSA-N belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Alpha amino acids and derivatives Azacyclic compounds Carbonyl compounds Cyclic carboximidic acids Heteroaromatic compounds Hydrocarbon derivatives Imidazoles Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Piperidines Propargyl-type 1,3-dipolar organic compounds Tertiary carboxylic acid amides Alpha-amino acid or derivatives Aromatic heteropolycyclic compound Azacycle Azole Carbonyl group Carboxamide group Cyclic carboximidic acid Heteroaromatic compound Hydrocarbon derivative Imidazole Lactam Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Piperidine Propargyl-type 1,3-dipolar organic compound Tertiary carboxylic acid amide Aromatic heteropolycyclic compounds Solid logp -0.36 ALOGPS logs -1.44 ALOGPS logp -1.1 ChemAxon pka_strongest_acidic 10.95 ChemAxon pka_strongest_basic 6.74 ChemAxon iupac (3S,9aS)-3-(1H-imidazol-5-ylmethyl)-octahydro-1H-pyrido[1,2-a]piperazine-1,4-dione ChemAxon average_mass 248.281 ChemAxon mono_mass 248.127325776 ChemAxon smiles [H][C@@]12CCCCN1C(=O)[C@H](CC1=CN=CN1)NC2=O ChemAxon formula C12H16N4O2 ChemAxon inchi InChI=1S/C12H16N4O2/c17-11-10-3-1-2-4-16(10)12(18)9(15-11)5-8-6-13-7-14-8/h6-7,9-10H,1-5H2,(H,13,14)(H,15,17)/t9-,10-/m0/s1 ChemAxon inchikey LCXWQHWWTPOAFI-UWVGGRQHSA-N ChemAxon polar_surface_area 78.09 ChemAxon refractivity 64.45 ChemAxon polarizability 24.5 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 15029 Specdb::CMs 150376 Specdb::MsMs 299308 Specdb::MsMs 299309 Specdb::MsMs 299310 Specdb::MsMs 341284 Specdb::MsMs 341285 Specdb::MsMs 341286 Specdb::MsMs 2831281 Specdb::MsMs 2831282 Specdb::MsMs 2831283 Specdb::MsMs 2847374 Specdb::MsMs 2847375 Specdb::MsMs 2847376 Specdb::NmrOneD 109118 Specdb::NmrOneD 109119 Specdb::NmrOneD 109120 Specdb::NmrOneD 109121 Specdb::NmrOneD 109122 Specdb::NmrOneD 109123 Specdb::NmrOneD 109124 Specdb::NmrOneD 109125 Specdb::NmrOneD 109126 Specdb::NmrOneD 109127 Specdb::NmrOneD 109128 Specdb::NmrOneD 109129 Specdb::NmrOneD 109130 Specdb::NmrOneD 109131 Specdb::NmrOneD 109132 Specdb::NmrOneD 109133 Specdb::NmrOneD 109134 Specdb::NmrOneD 109135 Specdb::NmrOneD 109136 Specdb::NmrOneD 109137 58646 FDB022818 65137 90039 Ma, Yaping; Bai, Wei; Zhong, Fei; Cui, Xueyun. Method for the preparation of all stereoisomers of cyclo(histidylproline). Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 11pp.