ID: ALA3343300

Max Phase: Preclinical

Molecular Formula: C40H50ClN3O14S

Molecular Weight: 864.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H](OCCCOc2cccc(OCc3cc(-c4ccc(Cl)s4)on3)c2NC(=O)C2CCN(C(C)C)CC2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C40H50ClN3O14S/c1-22(2)44-15-13-27(14-16-44)39(49)42-35-29(9-7-10-30(35)53-20-28-19-31(58-43-28)33-11-12-34(41)59-33)50-17-8-18-51-40-38(56-26(6)48)37(55-25(5)47)36(54-24(4)46)32(57-40)21-52-23(3)45/h7,9-12,19,22,27,32,36-38,40H,8,13-18,20-21H2,1-6H3,(H,42,49)/t32-,36-,37+,38-,40-/m1/s1

Standard InChI Key:  GNVQZTIXGHEXLF-NIURAOKHSA-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: 864.37

Molecular Weight (Monoisotopic): 863.2702

AlogP: 5.56

#Rotatable Bonds: 18

Polar Surface Area: 200.49

Molecular Species: BASE

HBA: 17

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.30

CX Basic pKa: 9.39

CX LogP: 3.69

CX LogD: 1.81

Aromatic Rings: 3

Heavy Atoms: 59

QED Weighted: 0.09

Np Likeness Score: -0.46

References

1. Belviso BD, Caliandro R, de Candia M, Zaetta G, Lopopolo G, Incampo F, Colucci M, Altomare CD..  (2014)  How a β-D-glucoside side chain enhances binding affinity to thrombin of inhibitors bearing 2-chlorothiophene as P1 moiety: crystallography, fragment deconstruction study, and evaluation of antithrombotic properties.,  57  (20): [PMID:25268757] [10.1021/jm5010754]

Source

Source(1):

• Scientific Literature