4-((S)-3-((S)-2-((R)-4-fluoro-2,3-dihydro-1H-inden-1-ylcarbamoyl)pyrrolidin-1-yl)-2-((S)-2-(methylamino)propanamido)-3-oxopropyl)benzenesulfonate

ID: ALA4288451

PubChem CID: 145991404

Max Phase: Preclinical

Molecular Formula: C27H33FN4O6S

Molecular Weight: 560.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@@H](C)C(=O)N[C@@H](Cc1ccc(S(=O)(=O)O)cc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H]1CCc2c(F)cccc21

Standard InChI:  InChI=1S/C27H33FN4O6S/c1-16(29-2)25(33)31-23(15-17-8-10-18(11-9-17)39(36,37)38)27(35)32-14-4-7-24(32)26(34)30-22-13-12-19-20(22)5-3-6-21(19)28/h3,5-6,8-11,16,22-24,29H,4,7,12-15H2,1-2H3,(H,30,34)(H,31,33)(H,36,37,38)/t16-,22+,23-,24-/m0/s1

Standard InChI Key:  WOIZNLWOYISVQN-ZFIFVKQDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4288451

   ---

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: 560.65

Molecular Weight (Monoisotopic): 560.2105

AlogP: 1.50

#Rotatable Bonds: 9

Polar Surface Area: 144.91

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -2.16

CX Basic pKa: 8.60

CX LogP: 0.50

CX LogD: 0.48

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.34

Np Likeness Score: -0.64

References

1. Baggio C, Gambini L, Udompholkul P, Salem AF, Aronson A, Dona A, Troadec E, Pichiorri F, Pellecchia M..  (2018)  Design of Potent pan-IAP and Lys-Covalent XIAP Selective Inhibitors Using a Thermodynamics Driven Approach.,  61  (14): [PMID:29940121] [10.1021/acs.jmedchem.8b00810]

Source

Source(1):

• Scientific Literature