JavaScript seems to be disabled in your browser. For the best experience on our site, be sure to turn on Javascript in your browser.

྾

Home
Compounds
ALA154258

4-[(2,4-Diamino-5-methyl-quinazolin-6-ylamino)-methyl]-benzoic acid ethyl ester

ID: ALA154258

Chembl Id: CHEMBL154258

PubChem CID: 44370542

Max Phase: Preclinical

Molecular Formula: C19H21N5O2

Molecular Weight: 351.41

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCOC(=O)c1ccc(CNc2ccc3nc(N)nc(N)c3c2C)cc1

Standard InChI: InChI=1S/C19H21N5O2/c1-3-26-18(25)13-6-4-12(5-7-13)10-22-14-8-9-15-16(11(14)2)17(20)24-19(21)23-15/h4-9,22H,3,10H2,1-2H3,(H4,20,21,23,24)

Standard InChI Key: PDIOIVDRJWCBMY-UHFFFAOYSA-N

Alternative Forms

Parent:

ALA154258
Ethyl 4-[[(2,4-diamino-5-methylquinazolin-6-yl)amino]methyl]benzoate

Associated Targets(Human)

DHFR Tclin Dihydrofolate reductase (3072 Activities)

Discover Target: DHFR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Dhfr Dihydrofolate reductase (711 Activities)

Discover Target: Dhfr

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Tyms Thymidylate synthase (842 Activities)

Discover Target: Tyms

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

thyA Thymidylate synthase (501 Activities)

Discover Target: thyA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

folA Dihydrofolate reductase (93 Activities)

Discover Target: folA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 351.41	Molecular Weight (Monoisotopic): 351.1695	AlogP: 2.89	#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: 7.98	CX LogP: 3.11	CX LogD: 2.45
Aromatic Rings: 3	Heavy Atoms: 26	QED Weighted: 0.61	Np Likeness Score: -0.98

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. Chen BK, Horváth C, Bertino JR.. (1979) Multivariate analysis and quantitative structure-activity relationships. Inhibition of dihydrofolate reductase and thymidylate synthetase by quinazolines., 22 (5): [PMID:110930] [10.1021/jm00191a005]
4. 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