(S)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-17-((R)-5-(2-azidoethoxy)-5-oxopentan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yloxy)-3-(4-nitrobenzamido)-4-oxobutanoic acid

ID: ALA4790244

Chembl Id: CHEMBL4790244

PubChem CID: 162669597

Max Phase: Preclinical

Molecular Formula: C37H51N5O9

Molecular Weight: 709.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](CCC(=O)OCCN=[N+]=[N-])[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](OC(=O)[C@H](CC(=O)O)NC(=O)c5ccc([N+](=O)[O-])cc5)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C37H51N5O9/c1-22(4-13-33(45)50-19-18-39-41-38)28-11-12-29-27-10-7-24-20-26(14-16-36(24,2)30(27)15-17-37(28,29)3)51-35(47)31(21-32(43)44)40-34(46)23-5-8-25(9-6-23)42(48)49/h5-6,8-9,22,24,26-31H,4,7,10-21H2,1-3H3,(H,40,46)(H,43,44)/t22-,24-,26-,27+,28-,29+,30+,31+,36+,37-/m1/s1

Standard InChI Key:  BRRXQEDBCTXTNU-ZROOHNCFSA-N

Alternative Forms

1. Parent:

   

   ALA4790244

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 709.84

Molecular Weight (Monoisotopic): 709.3687

AlogP: 7.01

#Rotatable Bonds: 14

Polar Surface Area: 210.90

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.55

CX Basic pKa: ┄

CX LogP: 6.36

CX LogD: 2.88

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.04

Np Likeness Score: 0.91

References

1. Fu CW,Tsai HE,Chen WS,Chang TT,Chen CL,Hsiao PW,Li WS.  (2021)  Sialyltransferase Inhibitors Suppress Breast Cancer Metastasis.,  64  (1.0): [PMID:33371679] [10.1021/acs.jmedchem.0c01477]

Source

Source(1):

• Scientific Literature