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

ID: ALA5288666

Chembl Id: CHEMBL5288666

Max Phase: Preclinical

Molecular Formula: C54H72N6O6

Molecular Weight: 901.21

Names and Identifiers

Canonical SMILES:  CCCCCCCCNC(=O)[C@@H]1CN(C(=O)c2ccc(C(=O)N3C[C@@H](C(=O)NCCCCCCCC)[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/C54H72N6O6/c1-3-5-7-9-11-19-29-55-49(61)43-33-59(35-45(43)51(63)57-47-31-41(47)37-21-15-13-16-22-37)53(65)39-25-27-40(28-26-39)54(66)60-34-44(50(62)56-30-20-12-10-8-6-4-2)46(36-60)52(64)58-48-32-42(48)38-23-17-14-18-24-38/h13-18,21-28,41-48H,3-12,19-20,29-36H2,1-2H3,(H,55,61)(H,56,62)(H,57,63)(H,58,64)/t41-,42-,43+,44+,45+,46+,47+,48+/m0/s1

Standard InChI Key:  QQUBPZJTKFYGDA-MBFQCZQTSA-N

Alternative Forms

1. Parent:

   

   ALA5288666

   ---

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: 901.21

Molecular Weight (Monoisotopic): 900.5513

AlogP: 7.36

#Rotatable Bonds: 24

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: 6.70

CX LogD: 6.70

Aromatic Rings: 3

Heavy Atoms: 66

QED Weighted: 0.07

Np Likeness Score: -0.38

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