(S)-N-benzhydryl-1-((R)-2-((S)-2-(methylamino)propanamido)-3-(octadecylthio)propanoyl)pyrrolidine-2-carboxamide

ID: ALA3623511

Chembl Id: CHEMBL3623511

PubChem CID: 122192548

Max Phase: Preclinical

Molecular Formula: C43H68N4O3S

Molecular Weight: 721.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCSC[C@H](NC(=O)[C@H](C)NC)C(=O)N1CCC[C@H]1C(=O)NC(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C43H68N4O3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-25-33-51-34-38(45-41(48)35(2)44-3)43(50)47-32-26-31-39(47)42(49)46-40(36-27-21-19-22-28-36)37-29-23-20-24-30-37/h19-24,27-30,35,38-40,44H,4-18,25-26,31-34H2,1-3H3,(H,45,48)(H,46,49)/t35-,38-,39-/m0/s1

Standard InChI Key:  HEFUHLUUGUFMOQ-YWBWUQSRSA-N

Alternative Forms

1. Parent:

   

   ALA3623511

   ---

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: 721.11

Molecular Weight (Monoisotopic): 720.5012

AlogP: 8.97

#Rotatable Bonds: 27

Polar Surface Area: 90.54

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.27

CX Basic pKa: 8.60

CX LogP: 9.86

CX LogD: 8.63

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.08

Np Likeness Score: -0.39

References

1. Micewicz ED, Ratikan JA, Waring AJ, Whitelegge JP, McBride WH, Ruchala P..  (2015)  Lipid-conjugated Smac analogues.,  25  (20): [PMID:26384289] [10.1016/j.bmcl.2015.09.017]

2. Micewicz ED,Nguyen C,Micewicz A,Waring AJ,McBride WH,Ruchala P.  (2019)  Position of lipidation influences anticancer activity of Smac analogs.,  29  (13): [PMID:31047753] [10.1016/j.bmcl.2019.04.041]

Source

Source(1):

• Scientific Literature