ID: ALA3343307

Max Phase: Preclinical

Molecular Formula: C24H38N2O8

Molecular Weight: 482.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)N1CCC(C(=O)Nc2ccccc2OCCCO[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2O)CC1

Standard InChI:  InChI=1S/C24H38N2O8/c1-15(2)26-10-8-16(9-11-26)23(30)25-17-6-3-4-7-18(17)32-12-5-13-33-22-21(29)20(28)19(14-27)34-24(22)31/h3-4,6-7,15-16,19-22,24,27-29,31H,5,8-14H2,1-2H3,(H,25,30)/t19-,20-,21+,22-,24-/m1/s1

Standard InChI Key:  WHUQXGUMMKOMGZ-WKKMNAASSA-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: 482.57

Molecular Weight (Monoisotopic): 482.2628

AlogP: 0.33

#Rotatable Bonds: 10

Polar Surface Area: 140.95

Molecular Species: BASE

HBA: 9

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.29

CX Basic pKa: 14.83

CX LogP: -0.21

CX LogD: -2.11

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -0.21

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