Ethyl1-((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: ALA3589465

Chembl Id: CHEMBL3589465

PubChem CID: 122180889

Max Phase: Preclinical

Molecular Formula: C25H24N4O9

Molecular Weight: 524.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1nnnn1[C@@H]1c2cc3c(cc2[C@@H](c2cc(OC)c(O)c(OC)c2)[C@H]2C(=O)OC[C@@H]21)OCO3

Standard InChI:  InChI=1S/C25H24N4O9/c1-4-35-25(32)23-26-27-28-29(23)21-13-8-16-15(37-10-38-16)7-12(13)19(20-14(21)9-36-24(20)31)11-5-17(33-2)22(30)18(6-11)34-3/h5-8,14,19-21,30H,4,9-10H2,1-3H3/t14-,19+,20-,21+/m0/s1

Standard InChI Key:  SXJQATSBAJAIHE-MYDCNYLUSA-N

Alternative Forms

1. Parent:

   

   ALA3589465

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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: 524.49

Molecular Weight (Monoisotopic): 524.1543

AlogP: 1.83

#Rotatable Bonds: 6

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: 1.89

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.47

Np Likeness Score: 0.31

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