(9R,19S)-9-(4-((S)-3-(2-chlorophenyl)-2-(2-phenylacetamido)propanamido)benzyl)-7,10,13,21-tetraoxo-8,11,14,20-tetraazaspiro[4.17]docosane-19-carboxylic acid

ID: ALA3786525

Chembl Id: CHEMBL3786525

PubChem CID: 127032468

Max Phase: Preclinical

Molecular Formula: C43H51ClN6O8

Molecular Weight: 815.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CNC(=O)[C@@H](Cc2ccc(NC(=O)[C@H](Cc3ccccc3Cl)NC(=O)Cc3ccccc3)cc2)NC(=O)CC2(CCCC2)CC(=O)N[C@H](C(=O)O)CCCCN1

Standard InChI:  InChI=1S/C43H51ClN6O8/c44-32-13-5-4-12-30(32)24-35(49-36(51)23-28-10-2-1-3-11-28)41(56)47-31-17-15-29(16-18-31)22-34-40(55)46-27-39(54)45-21-9-6-14-33(42(57)58)48-37(52)25-43(19-7-8-20-43)26-38(53)50-34/h1-5,10-13,15-18,33-35H,6-9,14,19-27H2,(H,45,54)(H,46,55)(H,47,56)(H,48,52)(H,49,51)(H,50,53)(H,57,58)/t33-,34+,35-/m0/s1

Standard InChI Key:  WLAXTBQESDOEOM-XFQWPLCWSA-N

Alternative Forms

1. Parent:

   

   ALA3786525

   ---

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: 815.37

Molecular Weight (Monoisotopic): 814.3457

AlogP: 3.60

#Rotatable Bonds: 10

Polar Surface Area: 211.90

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.88

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 0.02

Aromatic Rings: 3

Heavy Atoms: 58

QED Weighted: 0.16

Np Likeness Score: 0.01

References

1. Espada A, Broughton H, Jones S, Chalmers MJ, Dodge JA..  (2016)  A Binding Site on IL-17A for Inhibitory Macrocycles Revealed by Hydrogen/Deuterium Exchange Mass Spectrometry.,  59  (5): [PMID:26854023] [10.1021/acs.jmedchem.5b01693]

Source

Source(1):

• Scientific Literature