Benzyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-tris[[2-[(2-amino-3-methyl-butanoyl)amino]acetyl]oxy]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate

ID: ALA5173640

Chembl Id: CHEMBL5173640

PubChem CID: 155489755

Max Phase: Preclinical

Molecular Formula: C52H82N6O11

Molecular Weight: 967.26

Names and Identifiers

Canonical SMILES:  CC(C)C(N)C(=O)NCC(=O)O[C@@H]1CC[C@@]2(C)[C@@H](C1)C[C@@H](OC(=O)CNC(=O)C(N)C(C)C)[C@@H]1[C@@H]2C[C@H](OC(=O)CNC(=O)C(N)C(C)C)[C@]2(C)[C@@H]([C@H](C)CCC(=O)OCc3ccccc3)CC[C@@H]12

Standard InChI:  InChI=1S/C52H82N6O11/c1-28(2)45(53)48(63)56-24-41(60)67-34-19-20-51(8)33(21-34)22-38(68-42(61)25-57-49(64)46(54)29(3)4)44-36-17-16-35(31(7)15-18-40(59)66-27-32-13-11-10-12-14-32)52(36,9)39(23-37(44)51)69-43(62)26-58-50(65)47(55)30(5)6/h10-14,28-31,33-39,44-47H,15-27,53-55H2,1-9H3,(H,56,63)(H,57,64)(H,58,65)/t31-,33+,34-,35-,36+,37+,38-,39+,44+,45?,46?,47?,51+,52-/m1/s1

Standard InChI Key:  XOMVHDKAGAIFOU-GNCAGIRPSA-N

Alternative Forms

1. Parent:

   

   ALA5173640

   ---

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: 967.26

Molecular Weight (Monoisotopic): 966.6042

AlogP: 4.06

#Rotatable Bonds: 21

Polar Surface Area: 270.56

Molecular Species: BASE

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.12

CX Basic pKa: 8.99

CX LogP: 3.96

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 69

QED Weighted: 0.07

Np Likeness Score: 1.04

References

1. Saini V, Mehta D, Gupta S, Kumar S, Rani P, Rana K, Rajput K, Jain D, Pal G, Aggarwal B, Pal S, Gupta SK, Kumar Y, Ramu VS, Bajaj A..  (2022)  Targeting Vancomycin-Resistant Enterococci (VRE) Infections and Van Operon-Mediated Drug Resistance Using Dimeric Cholic Acid-Peptide Conjugates.,  65  (22.0): [PMID:36331380] [10.1021/acs.jmedchem.2c01293]

Source

Source(1):

• Scientific Literature