(4R,10S)-10-(3-Hydroxyquinoline-2-carboxamido)-5-methyl-6,9-dioxo-N-((S)-1-phenylethyl)-1,2-dithia-5,8-diazacycloundecane-4-carboxamide

ID: ALA3634181

Chembl Id: CHEMBL3634181

PubChem CID: 122195890

Max Phase: Preclinical

Molecular Formula: C27H29N5O5S2

Molecular Weight: 567.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1CSSC[C@@H](NC(=O)c2nc3ccccc3cc2O)C(=O)NCC(=O)N1C)c1ccccc1

Standard InChI:  InChI=1S/C27H29N5O5S2/c1-16(17-8-4-3-5-9-17)29-26(36)21-15-39-38-14-20(25(35)28-13-23(34)32(21)2)31-27(37)24-22(33)12-18-10-6-7-11-19(18)30-24/h3-12,16,20-21,33H,13-15H2,1-2H3,(H,28,35)(H,29,36)(H,31,37)/t16-,20+,21-/m0/s1

Standard InChI Key:  SWGDSLCFECIUGM-DQLDELGASA-N

Alternative Forms

1. Parent:

   

   ALA3634181

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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: 567.69

Molecular Weight (Monoisotopic): 567.1610

AlogP: 2.25

#Rotatable Bonds: 5

Polar Surface Area: 140.73

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.03

CX Basic pKa: 1.81

CX LogP: 1.91

CX LogD: 1.82

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.34

Np Likeness Score: -0.29

References

1. Vippila MR, Ly PK, Cuny GD..  (2015)  Synthesis and Antiproliferative Activity Evaluation of the Disulfide-Containing Cyclic Peptide Thiochondrilline C and Derivatives.,  78  (10): [PMID:26444379] [10.1021/acs.jnatprod.5b00428]

Source

Source(1):

• Scientific Literature