[(S)-1-((3S,8S,9S,10R,13S,14S,17S)-3-Methoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-dimethyl-amine

ID: ALA342394

Chembl Id: CHEMBL342394

Cas Number: 128255-08-3

PubChem CID: 44358210

Max Phase: Preclinical

Molecular Formula: C24H41NO

Molecular Weight: 359.60

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (-)-Pachyaximine A | Pachyaximine A|128255-08-3|CHEMBL342394|(-)-Pachyaximine A|(1S)-1-[(3S,8S,9S,10R,13S,14S,17S)-3-methoxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-N,N-dimethylethanamine|HY-N3122|BDBM50412080|AKOS032961617|FS-10283|CS-0023302|(3,20S)-3-Methoxy-N,N-dimethylpregn-5-en-20-amine; (-)-Pachyaximine A

Canonical SMILES:  CO[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)N(C)C)[C@@]4(C)CC[C@@H]32)C1

Standard InChI:  InChI=1S/C24H41NO/c1-16(25(4)5)20-9-10-21-19-8-7-17-15-18(26-6)11-13-23(17,2)22(19)12-14-24(20,21)3/h7,16,18-22H,8-15H2,1-6H3/t16-,18-,19-,20+,21-,22-,23-,24+/m0/s1

Standard InChI Key:  ZTNBSFMIFOLVCM-MCTVSQGJSA-N

Alternative Forms

1. Parent:

   

   ALA342394

   Pachyaximine A

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: 359.60

Molecular Weight (Monoisotopic): 359.3188

AlogP: 5.53

#Rotatable Bonds: 3

Polar Surface Area: 12.47

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.30

CX LogP: 4.73

CX LogD: 1.92

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: 2.44

References

1. Zaheer-ul-Haq, Wellenzohn B, Tonmunphean S, Khalid A, Choudhary MI, Rode BM..  (2003)  3D-QSAR studies on natural acetylcholinesterase inhibitors of Sarcococca saligna by comparative molecular field analysis (CoMFA).,  13  (24): [PMID:14643329] [10.1016/j.bmcl.2003.09.034]

2. Chang LC, Bhat KP, Pisha E, Kennelly EJ, Fong HH, Pezzuto JM, Kinghorn AD..  (1998)  Activity-guided isolation of steroidal alkaloid antiestrogen-binding site inhibitors from Pachysandra procumbens.,  61  (10): [PMID:9784163] [10.1021/np980162x]

Source

Source(1):

• Scientific Literature