(S)-3-(1H-Indol-3-yl)-2-[3-(4-methoxyphenyl)ureido]-N-[[1-(5-methoxy-2-pyridinyl)cyclohexyl]methyl]propanamide

ID: ALA3588871

Chembl Id: CHEMBL3588871

PubChem CID: 122181231

Max Phase: Preclinical

Molecular Formula: C32H37N5O4

Molecular Weight: 555.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)NCC2(c3ccc(OC)cn3)CCCCC2)cc1

Standard InChI:  InChI=1S/C32H37N5O4/c1-40-24-12-10-23(11-13-24)36-31(39)37-28(18-22-19-33-27-9-5-4-8-26(22)27)30(38)35-21-32(16-6-3-7-17-32)29-15-14-25(41-2)20-34-29/h4-5,8-15,19-20,28,33H,3,6-7,16-18,21H2,1-2H3,(H,35,38)(H2,36,37,39)/t28-/m0/s1

Standard InChI Key:  JAXBSUHCBCRGPW-NDEPHWFRSA-N

Alternative Forms

1. Parent:

   

   ALA3588871

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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: 555.68

Molecular Weight (Monoisotopic): 555.2846

AlogP: 5.33

#Rotatable Bonds: 10

Polar Surface Area: 117.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.04

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: -0.73

References

1. Lacivita E, Schepetkin IA, Stama ML, Kirpotina LN, Colabufo NA, Perrone R, Khlebnikov AI, Quinn MT, Leopoldo M..  (2015)  Novel 3-(1H-indol-3-yl)-2-[3-(4-methoxyphenyl)ureido]propanamides as selective agonists of human formyl-peptide receptor 2.,  23  (14): [PMID:25549897] [10.1016/j.bmc.2014.12.007]

2. Stama ML, Ślusarczyk J, Lacivita E, Kirpotina LN, Schepetkin IA, Chamera K, Riganti C, Perrone R, Quinn MT, Basta-Kaim A, Leopoldo M..  (2017)  Novel ureidopropanamide based N-formyl peptide receptor 2 (FPR2) agonists with potential application for central nervous system disorders characterized by neuroinflammation.,  141  [PMID:29102463] [10.1016/j.ejmech.2017.09.023]

Source

Source(1):

• Scientific Literature