ID: ALA3144127

Max Phase: Preclinical

Molecular Formula: C33H40N8O6

Molecular Weight: 644.73

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)Nc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C33H40N8O6/c1-21(2)28(40-31(44)27(20-22-10-5-3-6-11-22)39-29(42)23-12-7-4-8-13-23)32(45)38-26(14-9-19-36-33(34)35)30(43)37-24-15-17-25(18-16-24)41(46)47/h3-8,10-13,15-18,21,26-28H,9,14,19-20H2,1-2H3,(H,37,43)(H,38,45)(H,39,42)(H,40,44)(H4,34,35,36)/t26-,27-,28-/m0/s1

Standard InChI Key:  QQVNCBCBFNWLJX-KCHLEUMXSA-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: 644.73

Molecular Weight (Monoisotopic): 644.3071

AlogP: 2.25

#Rotatable Bonds: 16

Polar Surface Area: 223.94

Molecular Species: BASE

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.69

CX Basic pKa: 10.78

CX LogP: 2.70

CX LogD: 0.60

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.04

Np Likeness Score: -0.37

References

1. Lu T, Tomczuk B, Illig CR, Bone R, Murphy L, Spurlino J, Salemme FR, Soll RM..  (1998)  In vitro evaluation and crystallographic analysis of a new class of selective, non-amide-based thrombin inhibitors.,  8  (13): [PMID:9873397] [10.1016/s0960-894x(98)00290-x]

Source

Source(1):

• Scientific Literature