ID: ALA102795

Max Phase: Preclinical

Molecular Formula: C23H29N3O4S2

Molecular Weight: 475.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCC[C@@H](S)C(=O)NC1(C(=O)NC(Cc2ccc(-c3ccsc3)nc2)C(=O)O)CCCC1

Standard InChI:  InChI=1S/C23H29N3O4S2/c1-2-5-19(31)20(27)26-23(9-3-4-10-23)22(30)25-18(21(28)29)12-15-6-7-17(24-13-15)16-8-11-32-14-16/h6-8,11,13-14,18-19,31H,2-5,9-10,12H2,1H3,(H,25,30)(H,26,27)(H,28,29)/t18?,19-/m1/s1

Standard InChI Key:  QXMSHRAINFQLIJ-MUMRKEEXSA-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: 475.64

Molecular Weight (Monoisotopic): 475.1599

AlogP: 3.45

#Rotatable Bonds: 10

Polar Surface Area: 108.39

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.24

CX Basic pKa: 3.67

CX LogP: 3.23

CX LogD: 0.72

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -0.95

References

1. Firooznia F, Gude C, Chan K, Tan J, Fink CA, Savage P, Beil ME, Bruseo CW, Trapani AJ, Jeng AY..  (2002)  Synthesis and biological activity of potent heterocyclic thiol-based inhibitors of endothelin-converting enzyme-1.,  12  (21): [PMID:12372501] [10.1016/s0960-894x(02)00683-2]

2. Tanneeru K, Sahu I, Guruprasad L.  (2013)  Ligand-based drug design for human endothelin converting enzyme-1 inhibitors,  22  (9): [10.1007/s00044-012-0433-z]

Source

Source(1):

• Scientific Literature