ID: ALA1835400

Max Phase: Preclinical

Molecular Formula: C32H45N5O12

Molecular Weight: 691.74

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c(cc1OC)C(C(=O)N[C@H]1CC(=O)OC1O)N(C(=O)[C@@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H](NC(C)=O)C(C)C)C(C)C)CC2

Standard InChI:  InChI=1S/C32H45N5O12/c1-14(2)25(33-16(5)38)29(43)34-19(12-23(39)40)28(42)36-26(15(3)4)31(45)37-9-8-17-10-21(47-6)22(48-7)11-18(17)27(37)30(44)35-20-13-24(41)49-32(20)46/h10-11,14-15,19-20,25-27,32,46H,8-9,12-13H2,1-7H3,(H,33,38)(H,34,43)(H,35,44)(H,36,42)(H,39,40)/t19-,20-,25-,26-,27?,32?/m0/s1

Standard InChI Key:  DPUPNCRWGQWHAO-VJXRXTMISA-N

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

Properties

Molecular Weight: 691.74

Molecular Weight (Monoisotopic): 691.3065

AlogP: -0.86

#Rotatable Bonds: 14

Polar Surface Area: 239.00

Molecular Species: ACID

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.26

CX Basic pKa:

CX LogP: -1.12

CX LogD: -4.11

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.13

Np Likeness Score: 0.34

References

1. Maillard MC, Brookfield FA, Courtney SM, Eustache FM, Gemkow MJ, Handel RK, Johnson LC, Johnson PD, Kerry MA, Krieger F, Meniconi M, Muñoz-Sanjuán I, Palfrey JJ, Park H, Schaertl S, Taylor MG, Weddell D, Dominguez C..  (2011)  Exploiting differences in caspase-2 and -3 S₂ subsites for selectivity: structure-based design, solid-phase synthesis and in vitro activity of novel substrate-based caspase-2 inhibitors.,  19  (19): [PMID:21903398] [10.1016/j.bmc.2011.08.020]

Source

Source(1):

• Scientific Literature