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
ALA453502

4-[2-Methoxy-4-(2-nitro-vinyl)-phenoxysulfonyl]-benzoic acid 5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester

ID: ALA453502

Chembl Id: CHEMBL453502

PubChem CID: 14862532

Max Phase: Preclinical

Molecular Formula: C26H24N6O11S

Molecular Weight: 628.58

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1cc(/C=C/[N+](=O)[O-])ccc1OS(=O)(=O)c1ccc(C(=O)OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)cc1

Standard InChI: InChI=1S/C26H24N6O11S/c1-40-18-10-14(8-9-32(36)37)2-7-17(18)43-44(38,39)16-5-3-15(4-6-16)26(35)41-11-19-21(33)22(34)25(42-19)31-13-30-20-23(27)28-12-29-24(20)31/h2-10,12-13,19,21-22,25,33-34H,11H2,1H3,(H2,27,28,29)/b9-8+/t19-,21-,22-,25-/m1/s1

Standard InChI Key: UTMLAQRGHJCWRX-RWYVROSXSA-N

Alternative Forms

Parent:

ALA453502
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl 4-[2-methoxy-4-[(E)-2-nitroethenyl]phenoxy]sulfonylbenzoate

Associated Targets(Human)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

Discover Target: EGFR

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

ABL1 Tclin Tyrosine-protein kinase ABL (162 Activities)

Discover Target: ABL1

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

Associated Targets(non-human)

ABL Tyrosine-protein kinase V-ABL (68 Activities)

Discover Target: ABL

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: 628.58	Molecular Weight (Monoisotopic): 628.1224	AlogP: 0.91	#Rotatable Bonds: 10
Polar Surface Area: 241.35	Molecular Species: NEUTRAL	HBA: 16	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 17	HBD (Lipinski): 4	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.46	CX Basic pKa: 3.94	CX LogP: 1.63	CX LogD: 1.63
Aromatic Rings: 4	Heavy Atoms: 44	QED Weighted: 0.10	Np Likeness Score: 0.35

References

1. Traxler PM, Wacker O, Bach HL, Geissler JF, Kump W, Meyer T, Regenass U, Roesel JL, Lydon N.. (1991) Sulfonylbenzoyl-nitrostyrenes: potential bisubstrate type inhibitors of the EGF-receptor tyrosine protein kinase., 34 (8): [PMID:1652014] [10.1021/jm00112a003]
2. Chang CJ, Geahlen RL.. (1992) Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents., 55 (11): [PMID:1479375] [10.1021/np50089a001]

Source

Source(1):

Scientific Literature