(4aR,6R,6aS,9S,11S,11aS,11bS,12S,14R)-11,14-Dihydroxy-4,4-dimethyl-8-methylene-12-(2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethoxy)decahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]-naphthalen-7(8H)-one

ID: ALA4249965

PubChem CID: 145982665

Max Phase: Preclinical

Molecular Formula: C31H39N3O5

Molecular Weight: 533.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](O)[C@H]1C[C@H](O)[C@H]2[C@]12CCCC(C)(C)[C@H]1C[C@H]3O[C@@H]2OCCn1cc(Cc2ccccc2)nn1

Standard InChI:  InChI=1S/C31H39N3O5/c1-18-21-15-22(35)25-30-11-7-10-29(2,3)23(30)16-24(31(25,26(18)36)27(21)37)39-28(30)38-13-12-34-17-20(32-33-34)14-19-8-5-4-6-9-19/h4-6,8-9,17,21-25,27-28,35,37H,1,7,10-16H2,2-3H3/t21-,22-,23+,24+,25-,27+,28-,30-,31+/m0/s1

Standard InChI Key:  GGOBJWHODFPJHP-UOEQWZRPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4249965

   ---

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: 533.67

Molecular Weight (Monoisotopic): 533.2890

AlogP: 3.31

#Rotatable Bonds: 6

Polar Surface Area: 106.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.37

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.55

Np Likeness Score: 1.92

References

1. Ke Y, Wang W, Zhao LF, Liang JJ, Liu Y, Zhang X, Feng K, Liu HM..  (2018)  Design, synthesis and biological mechanisms research on 1,2,3-triazole derivatives of Jiyuan Oridonin A.,  26  (17): [PMID:30143365] [10.1016/j.bmc.2017.11.005]

Source

Source(1):

• Scientific Literature