(3S,4S)-N4-decyl-1-[4-[(3S,4S)-3-(decylcarbamoyl)-4-[[(1R,2S)-2-phenylcyclopropyl]carbamoyl]pyrrolidine-1-carbonyl]benzoyl]-N3-[(1R,2S)-2-phenylcyclopropyl]pyrrolidine-3,4-dicarboxamide

ID: ALA5290373

Chembl Id: CHEMBL5290373

Max Phase: Preclinical

Molecular Formula: C58H80N6O6

Molecular Weight: 957.31

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCNC(=O)[C@@H]1CN(C(=O)c2ccc(C(=O)N3C[C@@H](C(=O)NCCCCCCCCCC)[C@H](C(=O)N[C@@H]4C[C@H]4c4ccccc4)C3)cc2)C[C@H]1C(=O)N[C@@H]1C[C@H]1c1ccccc1

Standard InChI:  InChI=1S/C58H80N6O6/c1-3-5-7-9-11-13-15-23-33-59-53(65)47-37-63(39-49(47)55(67)61-51-35-45(51)41-25-19-17-20-26-41)57(69)43-29-31-44(32-30-43)58(70)64-38-48(54(66)60-34-24-16-14-12-10-8-6-4-2)50(40-64)56(68)62-52-36-46(52)42-27-21-18-22-28-42/h17-22,25-32,45-52H,3-16,23-24,33-40H2,1-2H3,(H,59,65)(H,60,66)(H,61,67)(H,62,68)/t45-,46-,47+,48+,49+,50+,51+,52+/m0/s1

Standard InChI Key:  ZOAWJLDRZUQRSB-VCISUSDZSA-N

Alternative Forms

1. Parent:

   

   ALA5290373

   ---

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: 957.31

Molecular Weight (Monoisotopic): 956.6139

AlogP: 8.92

#Rotatable Bonds: 28

Polar Surface Area: 157.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.47

CX LogD: 8.47

Aromatic Rings: 3

Heavy Atoms: 70

QED Weighted: 0.05

Np Likeness Score: -0.36

References

1. Kaur A, Kaushik D, Piplani S, Mehta SK, Petrovsky N, Salunke DB..  (2021)  TLR2 Agonistic Small Molecules: Detailed Structure-Activity Relationship, Applications, and Future Prospects.,  64  (1.0): [PMID:33346636] [10.1021/acs.jmedchem.0c01627]

Source

Source(1):

• Scientific Literature