ID: ALA3244862

Max Phase: Preclinical

Molecular Formula: C26H31N5O6

Molecular Weight: 509.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)CC[C@H](NC(=O)c1ccc(CNc2ccc3nc(N)nc(O)c3c2C)cc1)C(=O)OCC

Standard InChI:  InChI=1S/C26H31N5O6/c1-4-36-21(32)13-12-20(25(35)37-5-2)29-23(33)17-8-6-16(7-9-17)14-28-18-10-11-19-22(15(18)3)24(34)31-26(27)30-19/h6-11,20,28H,4-5,12-14H2,1-3H3,(H,29,33)(H3,27,30,31,34)/t20-/m0/s1

Standard InChI Key:  HOQQAXQHWMZNQW-FQEVSTJZSA-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: 509.56

Molecular Weight (Monoisotopic): 509.2274

AlogP: 2.84

#Rotatable Bonds: 11

Polar Surface Area: 165.76

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.35

CX Basic pKa: 2.90

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -0.70

References

1. Hynes JB, Eason DE, Garrett CM, Colvin PL..  (1977)  Quinazolines as inhibitors of dihydrofolate reductase. 4. Classical analogues of folic and isofolic acids.,  20  (4): [PMID:850245] [10.1021/jm00214a030]

2. Fukunaga JY, Hansch C, Steller EE..  (1976)  Inhibition of dihydrofolate reductase. Structure-activity correlations of quinazolines.,  19  (5): [PMID:1271401] [10.1021/jm00227a006]

Source

Source(1):

• Scientific Literature