ID: ALA107097

Max Phase: Preclinical

Molecular Formula: C26H27F3N4O6S

Molecular Weight: 466.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(N)c1cccc(N(CCCc2ccc(-c3ccccc3S(N)(=O)=O)cc2)CC(=O)O)c1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C24H26N4O4S.C2HF3O2/c25-24(26)19-6-3-7-20(15-19)28(16-23(29)30)14-4-5-17-10-12-18(13-11-17)21-8-1-2-9-22(21)33(27,31)32;3-2(4,5)1(6)7/h1-3,6-13,15H,4-5,14,16H2,(H3,25,26)(H,29,30)(H2,27,31,32);(H,6,7)

Standard InChI Key:  GMMXWZMJHUTXBE-UHFFFAOYSA-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: 466.56

Molecular Weight (Monoisotopic): 466.1675

AlogP: 2.81

#Rotatable Bonds: 10

Polar Surface Area: 150.57

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.09

CX Basic pKa: 11.72

CX LogP: 1.55

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -0.85

References

1. Fevig JM, Cacciola J, Alexander RS, Knabb RM, Lam GN, Wong PC, Wexler RR..  (1998)  Preparation of meta-amidino-N,N-disubstituted anilines as potent inhibitors of coagulation factor Xa.,  8  (22): [PMID:9873692] [10.1016/s0960-894x(98)00574-5]

Source

Source(1):

• Scientific Literature