(3R,6R,9R,12S,15S)-9-benzhydryl-3,12-diisobutyl-15-isopropyl-1-methyl-6-(thiazol-4-ylmethyl)-1,4,7,10,13-pentaazacyclopentadecane-2,5,8,11,14-pentaone

ID: ALA3318909

Chembl Id: CHEMBL3318909

PubChem CID: 118709217

Max Phase: Preclinical

Molecular Formula: C39H52N6O5S

Molecular Weight: 716.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](C(C)C)N(C)C(=O)[C@@H](CC(C)C)NC(=O)[C@@H](Cc2cscn2)NC(=O)[C@@H](C(c2ccccc2)c2ccccc2)NC1=O

Standard InChI:  InChI=1S/C39H52N6O5S/c1-23(2)18-29-36(47)44-33(32(26-14-10-8-11-15-26)27-16-12-9-13-17-27)37(48)41-30(20-28-21-51-22-40-28)35(46)43-31(19-24(3)4)39(50)45(7)34(25(5)6)38(49)42-29/h8-17,21-25,29-34H,18-20H2,1-7H3,(H,41,48)(H,42,49)(H,43,46)(H,44,47)/t29-,30+,31+,33+,34-/m0/s1

Standard InChI Key:  PXIJKHQDVFNMQY-LGALFMESSA-N

Alternative Forms

1. Parent:

   

   ALA3318909

   ---

Molecule Features

Natural Product: No

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: 716.95

Molecular Weight (Monoisotopic): 716.3720

AlogP: 4.05

#Rotatable Bonds: 10

Polar Surface Area: 149.60

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.49

CX Basic pKa: 2.46

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.25

Np Likeness Score: 0.51

References

1. Koay YC, McConnell JR, Wang Y, Kim SJ, Buckton LK, Mansour F, McAlpine SR..  (2014)  Chemically accessible hsp90 inhibitor that does not induce a heat shock response.,  5  (7): [PMID:25050163] [10.1021/ml500114p]

2. McConnell, Jeanette R., Dyson, H. Jane, McAlpine, Shelli R..  (2021)  Using NMR to identify binding regions for N and C-terminal Hsp90 inhibitors using Hsp90 domains,  12  (3.0): [PMID:33898992] [10.1039/d0md00387e]

Source

Source(1):

• Scientific Literature