N-(((1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-9-oxo-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)benzamide

ID: ALA3343778

Chembl Id: CHEMBL3343778

PubChem CID: 118717325

Max Phase: Preclinical

Molecular Formula: C27H33NO2

Molecular Weight: 403.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc2c(c1)C(=O)C[C@H]1[C@](C)(CNC(=O)c3ccccc3)CCC[C@]21C

Standard InChI:  InChI=1S/C27H33NO2/c1-18(2)20-11-12-22-21(15-20)23(29)16-24-26(3,13-8-14-27(22,24)4)17-28-25(30)19-9-6-5-7-10-19/h5-7,9-12,15,18,24H,8,13-14,16-17H2,1-4H3,(H,28,30)/t24-,26-,27+/m0/s1

Standard InChI Key:  NKIAPGMBTZPDBZ-DOEKTCAHSA-N

Alternative Forms

1. Parent:

   

   ALA3343778

   ---

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: 403.57

Molecular Weight (Monoisotopic): 403.2511

AlogP: 5.89

#Rotatable Bonds: 4

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.70

CX LogD: 5.70

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.69

Np Likeness Score: 0.84

References

1. González MA..  (2014)  Synthetic derivatives of aromatic abietane diterpenoids and their biological activities.,  87  [PMID:25440884] [10.1016/j.ejmech.2014.10.023]

2. Dea-Ayuela MA, Bilbao-Ramos P, Bolás-Fernández F, González-Cardenete MA..  (2016)  Synthesis and antileishmanial activity of C7- and C12-functionalized dehydroabietylamine derivatives.,  121  [PMID:27318121] [10.1016/j.ejmech.2016.06.004]

Source

Source(1):

• Scientific Literature