(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-N-(4-hydroxyphenethyl)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxamide

ID: ALA5172549

Chembl Id: CHEMBL5172549

PubChem CID: 168271129

Max Phase: Preclinical

Molecular Formula: C38H55NO4

Molecular Weight: 589.86

Names and Identifiers

Canonical SMILES:  CC1(C)[C@@H](O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)NCCc6ccc(O)cc6)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C38H55NO4/c1-33(2)29-12-16-38(7)31(36(29,5)15-13-30(33)42)28(41)22-26-27-23-35(4,18-17-34(27,3)19-20-37(26,38)6)32(43)39-21-14-24-8-10-25(40)11-9-24/h8-11,22,27,29-31,40,42H,12-21,23H2,1-7H3,(H,39,43)/t27-,29-,30-,31+,34+,35-,36-,37+,38+/m0/s1

Standard InChI Key:  HOWIPOSPPIUUEC-XALYGZPNSA-N

Alternative Forms

1. Parent:

   

   ALA5172549

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 589.86

Molecular Weight (Monoisotopic): 589.4131

AlogP: 7.39

#Rotatable Bonds: 4

Polar Surface Area: 86.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 7.16

CX LogD: 7.15

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.34

Np Likeness Score: 2.30

References

1. Liang Q, Shi B, Yao Q, Wang T, Ji X, Zhang Y, Wang J, Zhao X..  (2022)  Early potential evaluation of lead compounds from a DNA-encoded library by the determination of their thermodynamics through a chromatographic method based on immobilized β₂-adrenoceptor.,  68  [PMID:35671625] [10.1016/j.bmc.2022.116864]

2. Liang Q, Zuo H, Yang T, Yin J, Huang X, Wang J, Li Q, Yin G, Zhao X..  (2022)  Discovery of dual-target ligands binding to beta2-adrenoceptor and cysteinyl-leukotriene receptor for the potential treatment of asthma from natural products derived DNA-encoded library.,  233  [PMID:35227979] [10.1016/j.ejmech.2022.114212]

Source

Source(1):

• Scientific Literature