ID: ALA2448079

Max Phase: Preclinical

Molecular Formula: C25H32Cl2N4O8S

Molecular Weight: 583.06

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](N[C@@H](CCc1ccccc1)C(=O)O)C(=O)N(CCCNC(=O)c1ccc(Cl)c(S(N)(=O)=O)c1)CC(=O)O.Cl

Standard InChI:  InChI=1S/C25H31ClN4O8S.ClH/c1-16(29-20(25(35)36)11-8-17-6-3-2-4-7-17)24(34)30(15-22(31)32)13-5-12-28-23(33)18-9-10-19(26)21(14-18)39(27,37)38;/h2-4,6-7,9-10,14,16,20,29H,5,8,11-13,15H2,1H3,(H,28,33)(H,31,32)(H,35,36)(H2,27,37,38);1H/t16-,20-;/m0./s1

Standard InChI Key:  OGHHZHFGNUQZHL-XXRBRTKDSA-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: 583.06

Molecular Weight (Monoisotopic): 582.1551

AlogP: 1.08

#Rotatable Bonds: 15

Polar Surface Area: 196.20

Molecular Species: ZWITTERION

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.78

CX Basic pKa: 9.43

CX LogP: -1.48

CX LogD: -4.60

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: -1.05

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