ID: ALA3350647

Max Phase: Preclinical

Molecular Formula: C12H20N5O13P3

Molecular Weight: 535.24

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1C(C)C(=O)NC(=O)N1[C@H]1C[C@H](N=[N+]=[N-])[C@@H](COCP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1

Standard InChI:  InChI=1S/C12H20N5O13P3/c1-6-7(2)17(12(19)14-11(6)18)10-3-8(15-16-13)9(28-10)4-27-5-31(20,21)29-33(25,26)30-32(22,23)24/h6,8-10H,2-5H2,1H3,(H,20,21)(H,25,26)(H,14,18,19)(H2,22,23,24)/t6?,8-,9+,10+/m0/s1

Standard InChI Key:  NCLNEPWXWIOZSA-OMMUKZPPSA-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: 535.24

Molecular Weight (Monoisotopic): 535.0270

AlogP: 0.87

#Rotatable Bonds: 10

Polar Surface Area: 267.22

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 18

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -10.24

CX Basic pKa:

CX LogP: -1.65

CX LogD: -8.94

Aromatic Rings: 0

Heavy Atoms: 33

QED Weighted: 0.11

Np Likeness Score: 0.92

References

1. Jie L, Van Aerschot A, Balzarini J, Janssen G, Busson R, Hoogmartens J, De Clercq E, Herdewijn P..  (1990)  5'-O-phosphonomethyl-2',3'-dideoxynucleosides: synthesis and anti-HIV activity.,  33  (9): [PMID:1697345] [10.1021/jm00171a023]

Source

Source(1):

• Scientific Literature