Benzyl 1-((5S,5aS,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-1H-tetrazole-5-carboxylate

ID: ALA3589467

Chembl Id: CHEMBL3589467

PubChem CID: 122180891

Max Phase: Preclinical

Molecular Formula: C30H26N4O9

Molecular Weight: 586.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@@H](n3nnnc3C(=O)OCc3ccccc3)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O

Standard InChI:  InChI=1S/C30H26N4O9/c1-38-22-8-16(9-23(39-2)27(22)35)24-17-10-20-21(43-14-42-20)11-18(17)26(19-13-41-29(36)25(19)24)34-28(31-32-33-34)30(37)40-12-15-6-4-3-5-7-15/h3-11,19,24-26,35H,12-14H2,1-2H3/t19-,24+,25-,26+/m0/s1

Standard InChI Key:  FEIWBUWNFRXINJ-QNMIOERPSA-N

Alternative Forms

1. Parent:

   

   ALA3589467

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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: 586.56

Molecular Weight (Monoisotopic): 586.1700

AlogP: 3.01

#Rotatable Bonds: 7

Polar Surface Area: 153.35

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.33

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.32

Np Likeness Score: 0.23

References

1. Hyder I, Yedlapudi D, Kalivendi SV, Khazir J, Ismail T, Nalla N, Miryala S, Sampath Kumar HM..  (2015)  Synthesis and Biological evaluation of novel 4β-[(5-substituted)-1,2,3,4-tetrazolyl] podophyllotoxins as anticancer compounds.,  25  (14): [PMID:26022842] [10.1016/j.bmcl.2015.04.053]

Source

Source(1):

• Scientific Literature