4-[(2,4-Diamino-5-chloro-quinazolin-6-ylmethyl)-amino]-benzoic acid ethyl ester

ID: ALA346011

Chembl Id: CHEMBL346011

PubChem CID: 44370581

Max Phase: Preclinical

Molecular Formula: C18H18ClN5O2

Molecular Weight: 371.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(NCc2ccc3nc(N)nc(N)c3c2Cl)cc1

Standard InChI:  InChI=1S/C18H18ClN5O2/c1-2-26-17(25)10-3-6-12(7-4-10)22-9-11-5-8-13-14(15(11)19)16(20)24-18(21)23-13/h3-8,22H,2,9H2,1H3,(H4,20,21,23,24)

Standard InChI Key:  XCPWVNPMXQLDQA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA346011

   Ethyl 4-[(2,4-diamino-5-chloroquinazolin-6-yl)methylamino]benzoate

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: 371.83

Molecular Weight (Monoisotopic): 371.1149

AlogP: 3.24

#Rotatable Bonds: 5

Polar Surface Area: 116.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.40

CX LogP: 3.20

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -1.00

References

1. Crippen GM..  (1980)  Quantitative structure-activity relationships by distance geometry: systematic analysis of dihydrofolate reductase inhibitors.,  23  (6): [PMID:7392027] [10.1021/jm00180a004]

2. Ghose AK, Crippen GM..  (1982)  Quantitative structure-activity relationship by distance geometry: quinazolines as dihydrofolate reductase inhibitors.,  25  (8): [PMID:7120278] [10.1021/jm00350a003]

3. Hansch C, Fukunaga JY, Jow PY..  (1977)  Quantitative structure-activity relationships of antimalarial and dihydrofolate reductase inhibition by quinazolines and 5-substituted benzyl-2,4-diaminopyrimidines.,  20  (1): [PMID:319234] [10.1021/jm00211a020]

Source

Source(1):

• Scientific Literature