(3S,4S)-N3-hexyl-N4-((1S,2R)-2-phenylcyclopropyl)-1-(4-((3S,4S)-3-(((1R,2S)-2-phenylcyclopropyl)carbamoyl)-4-(((1S,2R)-2-phenylcyclopropyl)carbamoyl)pyrrolidine-1-carbonyl)benzoyl)pyrrolidine-3,4-dicarboxamide

ID: ALA5282814

Chembl Id: CHEMBL5282814

Max Phase: Preclinical

Molecular Formula: C53H60N6O6

Molecular Weight: 877.10

Names and Identifiers

Canonical SMILES:  CCCCCCNC(=O)[C@@H]1CN(C(=O)c2ccc(C(=O)N3C[C@@H](C(=O)N[C@H]4C[C@@H]4c4ccccc4)[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/C53H60N6O6/c1-2-3-4-14-25-54-48(60)41-29-58(30-42(41)49(61)55-45-26-38(45)33-15-8-5-9-16-33)52(64)36-21-23-37(24-22-36)53(65)59-31-43(50(62)56-46-27-39(46)34-17-10-6-11-18-34)44(32-59)51(63)57-47-28-40(47)35-19-12-7-13-20-35/h5-13,15-24,38-47H,2-4,14,25-32H2,1H3,(H,54,60)(H,55,61)(H,56,62)(H,57,63)/t38-,39-,40+,41-,42-,43-,44-,45+,46+,47-/m1/s1

Standard InChI Key:  RXBCHBPXBVZVRM-ICWGOCJFSA-N

Alternative Forms

1. Parent:

   

   ALA5282814

   ---

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: 877.10

Molecular Weight (Monoisotopic): 876.4574

AlogP: 5.78

#Rotatable Bonds: 17

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: 4.67

CX LogD: 4.67

Aromatic Rings: 4

Heavy Atoms: 65

QED Weighted: 0.10

Np Likeness Score: -0.39

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