(2S,4bR,6aS,12bS,12cS,14aS)-3-deoxo-4b-deoxypaxilline

ID: ALA2408950

Chembl Id: CHEMBL2408950

PubChem CID: 71745335

Max Phase: Preclinical

Molecular Formula: C27H35NO2

Molecular Weight: 405.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)[C@@H]1CC=C2[C@H](CC[C@@]3(C)[C@H]2CC[C@H]2Cc4c([nH]c5ccccc45)[C@@]23C)O1

Standard InChI:  InChI=1S/C27H35NO2/c1-25(2,29)23-12-10-18-20-11-9-16-15-19-17-7-5-6-8-21(17)28-24(19)27(16,4)26(20,3)14-13-22(18)30-23/h5-8,10,16,20,22-23,28-29H,9,11-15H2,1-4H3/t16-,20-,22-,23-,26-,27+/m0/s1

Standard InChI Key:  FDYCJJJTQUSEOV-HEPDKZGESA-N

Alternative Forms

1. Parent:

   

   ALA2408950

   3-Deoxo-4b-deoxypaxilline

Molecule Features

Natural Product: Yes

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: 405.58

Molecular Weight (Monoisotopic): 405.2668

AlogP: 5.66

#Rotatable Bonds: 1

Polar Surface Area: 45.25

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: 2.58

References

1. Fan Y, Wang Y, Liu P, Fu P, Zhu T, Wang W, Zhu W..  (2013)  Indole-diterpenoids with anti-H1N1 activity from the aciduric fungus Penicillium camemberti OUCMDZ-1492.,  76  (7): [PMID:23886345] [10.1021/np400304q]

2. Zhou LM, Kong FD, Fan P, Ma QY, Xie QY, Li JH, Zheng HZ, Zheng ZH, Yuan JZ, Dai HF, Luo DQ, Zhao YX..  (2019)  Indole-Diterpenoids with Protein Tyrosine Phosphatase Inhibitory Activities from the Marine-Derived Fungus Penicillium sp. KFD28.,  82  (9): [PMID:31469560] [10.1021/acs.jnatprod.9b00620]

Source

Source(1):

• Scientific Literature