(S)-diethyl 2-(4-((2,4-diamino-5-methylquinazolin-6-ylamino)methyl)benzamido)pentanedioate

ID: ALA3244858

Chembl Id: CHEMBL3244858

PubChem CID: 90672046

Max Phase: Preclinical

Molecular Formula: C26H32N6O5

Molecular Weight: 508.58

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H32N6O5/c1-4-36-21(33)13-12-20(25(35)37-5-2)30-24(34)17-8-6-16(7-9-17)14-29-18-10-11-19-22(15(18)3)23(27)32-26(28)31-19/h6-11,20,29H,4-5,12-14H2,1-3H3,(H,30,34)(H4,27,28,31,32)/t20-/m0/s1

Standard InChI Key:  VQTJZJPHQHDBPI-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA3244858

   diethyl (2S)-2-[[4-[[(2,4-diamino-5-methylquinazolin-6-yl)amino]methyl]benzoyl]amino]pentanedioate

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

Calculated Properties

Molecular Weight: 508.58

Molecular Weight (Monoisotopic): 508.2434

AlogP: 2.72

#Rotatable Bonds: 11

Polar Surface Area: 171.55

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 8.04

CX LogP: 2.52

CX LogD: 1.87

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -0.76

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