(2S)-2-[(4R)-4-[(4S)-4-[(4R)-4-{[4-(2-{2-amino-4-oxopyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid

• ChemBase ID: 1975
• Molecular Formular: C35H42N8O15
• Molecular Mass: 814.75258
• Monoisotopic Mass: 814.27696268
• SMILES: Nc1nc2[nH]cc(CCc3ccc(cc3)C(=O)N[C@H](CCC(=O)N[C@@H](CCC(=O)N[C@H](CCC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)C(=O)O)C(=O)O)c2c(=O)[nH]1
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)CC[C@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)NC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(cc1)CCc1c[nH]c2c1c(=O)[nH]c(n2)N
• InChI: InChI=1S/C35H42N8O15/c36-35-42-28-27(30(50)43-35)18(15-37-28)6-3-16-1-4-17(5-2-16)29(49)41-22(34(57)58)9-13-25(46)39-20(32(53)54)7-11-23(44)38-19(31(51)52)8-12-24(45)40-21(33(55)56)10-14-26(47)48/h1-2,4-5,15,19-22H,3,6-14H2,(H,38,44)(H,39,46)(H,40,45)(H,41,49)(H,47,48)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H4,36,37,42,43,50)/t19-,20+,21+,22-/m1/s1
• InChIKey: DICHBVJYDUDAIQ-CLAROIROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4R)-4-[(4S)-4-[(4R)-4-{[4-(2-{2-amino-4-oxopyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(4R)-4-[(4S)-4-[(4R)-4-{[4-(2-{2-amino-4-oxopyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]pentanedioic acid
• Synonyms: Ly231514 Tetra Glu

Database IDs

• PubChem SID: 160965430; 46508632
• PubChem CID: 70789216; 46936325

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.8125513
• H Acceptors: 18
• H Donor: 11
• LogD (pH = 5.5): -11.569397
• LogD (pH = 7.4): -18.757185
• Log P: -2.202129
• Molar Refractivity: 192.7387 cm^3
• Polarizability: 73.97258 Å^3
• Polar Surface Area: 387.56 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.27
• LOG S: -3.89
• Solubility (Water): 1.06e-01 g/l

DETAILS

DrugBank - DB02223

Drug information: experimental