N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-((S)-1-Dimethylamino-ethyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-benzamide

ID: ALA136933

Chembl Id: CHEMBL136933

Cas Number: 3697-77-6

PubChem CID: 10433924

Max Phase: Preclinical

Molecular Formula: C30H46N2O

Molecular Weight: 450.71

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Epipachysamine D | Epipachysamine D|(+)-Epipachysamine D|3697-77-6|CHEMBL136933|DTXSID101316720|BDBM50412078

Canonical SMILES:  C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](NC(=O)c5ccccc5)CC[C@]4(C)[C@H]3CC[C@]12C)N(C)C

Standard InChI:  InChI=1S/C30H46N2O/c1-20(32(4)5)25-13-14-26-24-12-11-22-19-23(31-28(33)21-9-7-6-8-10-21)15-17-29(22,2)27(24)16-18-30(25,26)3/h6-10,20,22-27H,11-19H2,1-5H3,(H,31,33)/t20-,22-,23-,24-,25+,26-,27-,29-,30+/m0/s1

Standard InChI Key:  SFKPSOAYNYYOLN-IBWRYCSWSA-N

Alternative Forms

1. Parent:

   

   ALA136933

   EPIPACHYSAMINE D

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: 450.71

Molecular Weight (Monoisotopic): 450.3610

AlogP: 6.39

#Rotatable Bonds: 4

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.30

CX LogP: 6.05

CX LogD: 3.25

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.58

Np Likeness Score: 1.20

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. Rahman A, Anjum S, Farooq A, Khan MR, Parveen Z, Choudhary MI..  (1998)  Antibacterial steroidal alkaloids from Sarcococca saligna.,  61  (2): [PMID:9548847] [10.1021/np970294a]

3. 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