(Z)-6-Methoxy-2-((2-(5-nitrothiophen-2-yl)propan-2-yl)oxy)-3-(3,4,5-trimethoxystyryl)phenol

ID: ALA4635271

Chembl Id: CHEMBL4635271

PubChem CID: 156014120

Max Phase: Preclinical

Molecular Formula: C25H27NO8S

Molecular Weight: 501.56

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C\c2cc(OC)c(OC)c(OC)c2)c(OC(C)(C)c2ccc([N+](=O)[O-])s2)c1O

Standard InChI:  InChI=1S/C25H27NO8S/c1-25(2,20-11-12-21(35-20)26(28)29)34-23-16(9-10-17(30-3)22(23)27)8-7-15-13-18(31-4)24(33-6)19(14-15)32-5/h7-14,27H,1-6H3/b8-7-

Standard InChI Key:  QZSZQBAZHWUZLN-FPLPWBNLSA-N

Alternative Forms

  1. Parent:

    ALA4635271

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Associated Targets(Human)

TUBB4B Tclin Tubulin (5180 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Por NADPH--cytochrome P450 reductase (42 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 501.56Molecular Weight (Monoisotopic): 501.1457AlogP: 5.88#Rotatable Bonds: 10
Polar Surface Area: 109.52Molecular Species: NEUTRALHBA: 9HBD: 1
#RO5 Violations: 2HBA (Lipinski): 9HBD (Lipinski): 1#RO5 Violations (Lipinski): 2
CX Acidic pKa: 9.24CX Basic pKa: CX LogP: 5.66CX LogD: 5.66
Aromatic Rings: 3Heavy Atoms: 35QED Weighted: 0.21Np Likeness Score: -0.05

References

1. Winn BA, Devkota L, Kuch B, MacDonough MT, Strecker TE, Wang Y, Shi Z, Gerberich JL, Mondal D, Ramirez AJ, Hamel E, Chaplin DJ, Davis P, Mason RP, Trawick ML, Pinney KG..  (2020)  Bioreductively Activatable Prodrug Conjugates of Combretastatin A-1 and Combretastatin A-4 as Anticancer Agents Targeted toward Tumor-Associated Hypoxia.,  83  (4): [PMID:32196334] [10.1021/acs.jnatprod.9b00773]

Source