ID: ALA3144004

Max Phase: Preclinical

Molecular Formula: C20H26N6O14P2S

Molecular Weight: 668.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC(=O)c1csc([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1

Standard InChI:  InChI=1S/C20H26N6O14P2S/c21-17-11-19(24-5-23-17)26(6-25-11)20-15(30)13(28)9(39-20)3-37-42(34,35)40-41(32,33)36-2-8-12(27)14(29)16(38-8)10-1-7(4-43-10)18(22)31/h1,4-6,8-9,12-16,20,27-30H,2-3H2,(H2,22,31)(H,32,33)(H,34,35)(H2,21,23,24)/t8-,9-,12-,13-,14-,15-,16+,20-/m1/s1

Standard InChI Key:  USVZVGVBJINATN-FAAWYDDFSA-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: 668.47

Molecular Weight (Monoisotopic): 668.0703

AlogP: -1.70

#Rotatable Bonds: 11

Polar Surface Area: 314.38

Molecular Species: ACID

HBA: 18

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.86

CX Basic pKa: 4.92

CX LogP: -5.25

CX LogD: -7.88

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.11

Np Likeness Score: 0.69

References

1. Franchetti P, Cappellacci L, Perlini P, Jayaram HN, Butler A, Schneider BP, Collart FR, Huberman E, Grifantini M..  (1998)  Isosteric analogues of nicotinamide adenine dinucleotide derived from furanfurin, thiophenfurin, and selenophenfurin as mammalian inosine monophosphate dehydrogenase (type I and II) inhibitors.,  41  (10): [PMID:9572896] [10.1021/jm970772e]

Source

Source(1):

• Scientific Literature