ID: ALA2448088

Max Phase: Preclinical

Molecular Formula: C24H28Cl2N4O10S

Molecular Weight: 599.02

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](N[C@@H](CCc1ccccc1)C(=O)O)C(=O)N(CC(=O)O)CC(=O)Nc1cc(C(=O)O)cc(S(N)(=O)=O)c1Cl.Cl

Standard InChI:  InChI=1S/C24H27ClN4O10S.ClH/c1-13(27-16(24(36)37)8-7-14-5-3-2-4-6-14)22(33)29(12-20(31)32)11-19(30)28-17-9-15(23(34)35)10-18(21(17)25)40(26,38)39;/h2-6,9-10,13,16,27H,7-8,11-12H2,1H3,(H,28,30)(H,31,32)(H,34,35)(H,36,37)(H2,26,38,39);1H/t13-,16-;/m0./s1

Standard InChI Key:  YYUOZBPQFYLAOH-LINSIKMZSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 599.02

Molecular Weight (Monoisotopic): 598.1136

AlogP: 0.60

#Rotatable Bonds: 14

Polar Surface Area: 233.50

Molecular Species: ZWITTERION

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.50

CX Basic pKa: 8.70

CX LogP: -1.84

CX LogD: -8.48

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.18

Np Likeness Score: -0.78

References

1. Barton JN, Piwinski JJ, Skiles JW, Regan JR, Menard PR, Desai R, Golec FS, Reilly LW, Goetzen T, Ueng SN..  (1990)  Angiotensin-converting enzyme inhibitors. 9. Novel [[N-(1-carboxy-3-phenylpropyl)amino]acyl]glycine derivatives with diuretic activity.,  33  (6): [PMID:2342054] [10.1021/jm00168a012]

Source

Source(1):

• Scientific Literature