(2S)-3-(2-chlorophenyl)-2-(2-(3-hydroxyphenyl)acetamido)-N-(4-(((19R)-7,18,21-trioxo-11,14-dioxa-8,17,20-triazaspiro[4.17]docosan-19-yl)methyl)phenyl)propanamide

ID: ALA3786227

Chembl Id: CHEMBL3786227

PubChem CID: 71660504

Max Phase: Preclinical

Molecular Formula: C41H50ClN5O8

Molecular Weight: 776.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC2(CCCC2)CC(=O)N[C@H](Cc2ccc(NC(=O)[C@H](Cc3ccccc3Cl)NC(=O)Cc3cccc(O)c3)cc2)C(=O)NCCOCCOCCN1

Standard InChI:  InChI=1S/C41H50ClN5O8/c42-33-9-2-1-7-30(33)25-35(46-36(49)24-29-6-5-8-32(48)22-29)40(53)45-31-12-10-28(11-13-31)23-34-39(52)44-17-19-55-21-20-54-18-16-43-37(50)26-41(14-3-4-15-41)27-38(51)47-34/h1-2,5-13,22,34-35,48H,3-4,14-21,23-27H2,(H,43,50)(H,44,52)(H,45,53)(H,46,49)(H,47,51)/t34-,35+/m1/s1

Standard InChI Key:  QKPWJYZAVFZQCZ-GPOMZPHUSA-N

Alternative Forms

1. Parent:

   

   ALA3786227

   (2S)-3-(2-chlorophenyl)-2-[[2-(3-hydroxyphenyl)acetyl]amino]-N-[4-[[(19R)-7,18,21-trioxo-11,14-dioxa-8,17,20-triazaspiro[4.17]docosan-19-yl]methyl]phenyl]propanamide

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: 776.33

Molecular Weight (Monoisotopic): 775.3348

AlogP: 3.60

#Rotatable Bonds: 9

Polar Surface Area: 184.19

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.43

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 3.23

Aromatic Rings: 3

Heavy Atoms: 55

QED Weighted: 0.19

Np Likeness Score: -0.21

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