ID: ALA17235

Max Phase: Preclinical

Molecular Formula: C13H10Cl3N5O

Molecular Weight: 358.62

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(N)c2c(CNc3cc(Cl)c(Cl)c(Cl)c3)coc2n1

Standard InChI:  InChI=1S/C13H10Cl3N5O/c14-7-1-6(2-8(15)10(7)16)19-3-5-4-22-12-9(5)11(17)20-13(18)21-12/h1-2,4,19H,3H2,(H4,17,18,20,21)

Standard InChI Key:  UECLOOWSSNULBP-UHFFFAOYSA-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: 358.62

Molecular Weight (Monoisotopic): 356.9951

AlogP: 3.96

#Rotatable Bonds: 3

Polar Surface Area: 102.99

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.25

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -0.81

References

1. Gangjee A, Devraj R, McGuire JJ, Kisliuk RL, Queener SF, Barrows LR..  (1994)  Classical and nonclassical furo[2,3-d]pyrimidines as novel antifolates: synthesis and biological activities.,  37  (8): [PMID:8164259] [10.1021/jm00034a015]

2. Gangjee A, Lin X, Biondo LR, Queener SF..  (2010)  CoMFA analysis of tgDHFR and rlDHFR based on antifolates with 6-5 fused ring system using the all-orientation search (AOS) routine and a modified cross-validated r(2)-guided region selection (q(2)-GRS) routine and its initial application.,  18  (4): [PMID:20117005] [10.1016/j.bmc.2009.12.066]

Source

Source(1):

• Scientific Literature