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

ID: ALA5183216

Chembl Id: CHEMBL5183216

PubChem CID: 168278796

Max Phase: Preclinical

Molecular Formula: C49H52N6O6

Molecular Weight: 820.99

Names and Identifiers

Canonical SMILES:  CCNC(=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/C49H52N6O6/c1-2-50-44(56)37-25-54(26-38(37)45(57)51-41-22-34(41)29-12-6-3-7-13-29)48(60)32-18-20-33(21-19-32)49(61)55-27-39(46(58)52-42-23-35(42)30-14-8-4-9-15-30)40(28-55)47(59)53-43-24-36(43)31-16-10-5-11-17-31/h3-21,34-43H,2,22-28H2,1H3,(H,50,56)(H,51,57)(H,52,58)(H,53,59)/t34-,35-,36-,37-,38-,39-,40-,41+,42+,43+/m1/s1

Standard InChI Key:  HLWOSHGABMZUHP-CDIXZCHFSA-N

Alternative Forms

1. Parent:

   

   ALA5183216

   ---

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: 820.99

Molecular Weight (Monoisotopic): 820.3948

AlogP: 4.22

#Rotatable Bonds: 13

Polar Surface Area: 157.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 4

Heavy Atoms: 61

QED Weighted: 0.16

Np Likeness Score: -0.48

References

1. Yang MH, Russell JL, Mifune Y, Wang Y, Shi H, Moresco EMY, Siegwart DJ, Beutler B, Boger DL..  (2022)  Next-Generation Diprovocims with Potent Human and Murine TLR1/TLR2 Agonist Activity That Activate the Innate and Adaptive Immune Response.,  65  (13.0): [PMID:35767437] [10.1021/acs.jmedchem.2c00419]

Source

Source(1):

• Scientific Literature