ID: ALA3417272

Max Phase: Preclinical

Molecular Formula: C9H14FN6O13P3

Molecular Weight: 526.16

Molecule Type: Small molecule

Representations

Canonical SMILES:  [N-]=[N+]=N[C@]1(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O[C@@H](n2ccc(N)nc2=O)[C@H](F)[C@@H]1O

Standard InChI:  InChI=1S/C9H14FN6O13P3/c10-5-6(17)9(14-15-12,27-7(5)16-2-1-4(11)13-8(16)18)3-26-31(22,23)29-32(24,25)28-30(19,20)21/h1-2,5-7,17H,3H2,(H,22,23)(H,24,25)(H2,11,13,18)(H2,19,20,21)/t5-,6+,7-,9-/m1/s1

Standard InChI Key:  BRACSMALKQTJNX-JVZYCSMKSA-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: 526.16

Molecular Weight (Monoisotopic): 525.9816

AlogP: -0.60

#Rotatable Bonds: 9

Polar Surface Area: 298.95

Molecular Species: ACID

HBA: 13

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.58

CX Basic pKa:

CX LogP: -2.24

CX LogD: -9.77

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.10

Np Likeness Score: 1.06

References

1. Wang G, Deval J, Hong J, Dyatkina N, Prhavc M, Taylor J, Fung A, Jin Z, Stevens SK, Serebryany V, Liu J, Zhang Q, Tam Y, Chanda SM, Smith DB, Symons JA, Blatt LM, Beigelman L..  (2015)  Discovery of 4'-chloromethyl-2'-deoxy-3',5'-di-O-isobutyryl-2'-fluorocytidine (ALS-8176), a first-in-class RSV polymerase inhibitor for treatment of human respiratory syncytial virus infection.,  58  (4): [PMID:25667954] [10.1021/jm5017279]

Source

Source(1):

• Scientific Literature