(3S,6S,9S,14aR)-9-benzyl-3-((R)-7-hydroxy-6-oxooctyl)-6-(1H-indol-1-yl)decahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetraone

ID: ALA5204304

PubChem CID: 168293660

Max Phase: Preclinical

Molecular Formula: C34H41N5O6

Molecular Weight: 615.73

Names and Identifiers

Canonical SMILES:  C[C@@H](O)C(=O)CCCCC[C@@H]1NC(=O)[C@H]2CCCN2C(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](n2ccc3ccccc32)NC1=O

Standard InChI:  InChI=1S/C34H41N5O6/c1-22(40)29(41)17-7-3-6-14-25-31(42)37-30(38-20-18-24-13-8-9-15-27(24)38)33(44)36-26(21-23-11-4-2-5-12-23)34(45)39-19-10-16-28(39)32(43)35-25/h2,4-5,8-9,11-13,15,18,20,22,25-26,28,30,40H,3,6-7,10,14,16-17,19,21H2,1H3,(H,35,43)(H,36,44)(H,37,42)/t22-,25+,26+,28-,30+/m1/s1

Standard InChI Key:  ZTOPZCOUZQXWSK-RLQIRPRCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5204304

   ---

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: 615.73

Molecular Weight (Monoisotopic): 615.3057

AlogP: 2.37

#Rotatable Bonds: 10

Polar Surface Area: 149.84

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.34

CX Basic pKa: ┄

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.26

Np Likeness Score: 0.47

References

1. Qiu X, Zhu L, Wang H, Tan Y, Yang Z, Yang L, Wan L..  (2021)  From natural products to HDAC inhibitors: An overview of drug discovery and design strategy.,  52  [PMID:34826681] [10.1016/j.bmc.2021.116510]

Source

Source(1):

• Scientific Literature