ID: ALA2140742

Max Phase: Preclinical

Molecular Formula: C44H49N5O5

Molecular Weight: 727.91

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1NC[C@H](Cc2ccccc2)N(C[C@@H]2CCCN2C[C@H](Cc2ccccc2)N2C[C@H](Cc3ccc(O)cc3)N(CCc3ccccc3)C(=O)C2=O)C1=O

Standard InChI:  InChI=1S/C44H49N5O5/c50-40-20-18-35(19-21-40)27-39-31-49(44(54)43(53)47(39)24-22-32-11-4-1-5-12-32)38(26-34-15-8-3-9-16-34)29-46-23-10-17-36(46)30-48-37(28-45-41(51)42(48)52)25-33-13-6-2-7-14-33/h1-9,11-16,18-21,36-39,50H,10,17,22-31H2,(H,45,51)/t36-,37-,38-,39-/m0/s1

Standard InChI Key:  HLNYIAPJLJSOQM-GTKRZRNESA-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: 727.91

Molecular Weight (Monoisotopic): 727.3734

AlogP: 3.86

#Rotatable Bonds: 14

Polar Surface Area: 113.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.51

CX Basic pKa: 7.84

CX LogP: 5.56

CX LogD: 5.13

Aromatic Rings: 4

Heavy Atoms: 54

QED Weighted: 0.19

Np Likeness Score: -0.16

References

1. PubChem BioAssay data set, 

2. Onwuha-Ekpete L, Tack L, Knapinska A, Smith L, Kaushik G, Lavoi T, Giulianotti M, Houghten RA, Fields GB, Minond D..  (2014)  Novel pyrrolidine diketopiperazines selectively inhibit melanoma cells via induction of late-onset apoptosis.,  57  (4): [PMID:24471466] [10.1021/jm4019542]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays