(Z)-2-((2-Isopropoxy-6-methoxy-3-(3,4,5-trimethoxystyryl)-phenoxy)methyl)-5-nitrothiophene

ID: ALA4646809

Chembl Id: CHEMBL4646809

PubChem CID: 156020104

Max Phase: Preclinical

Molecular Formula: C26H29NO8S

Molecular Weight: 515.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C\c2ccc(OC)c(OCc3ccc([N+](=O)[O-])s3)c2OC(C)C)cc(OC)c1OC

Standard InChI:  InChI=1S/C26H29NO8S/c1-16(2)35-24-18(8-7-17-13-21(31-4)25(33-6)22(14-17)32-5)9-11-20(30-3)26(24)34-15-19-10-12-23(36-19)27(28)29/h7-14,16H,15H2,1-6H3/b8-7-

Standard InChI Key:  HRUWMHALZALAKV-FPLPWBNLSA-N

Alternative Forms

1. Parent:

   

   ALA4646809

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 515.58

Molecular Weight (Monoisotopic): 515.1614

AlogP: 6.23

#Rotatable Bonds: 12

Polar Surface Area: 98.52

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.88

CX LogD: 5.88

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.16

Np Likeness Score: -0.51

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

Source(1):

• Scientific Literature