ID: ALA4079924

Max Phase: Preclinical

Molecular Formula: C33H40N6O3

Molecular Weight: 568.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CCN1CCCC1)Nc1ccc(/C=C2\CCCn3c2nc2cc(NC(=O)CCN4CCCC4)ccc2c3=O)cc1

Standard InChI:  InChI=1S/C33H40N6O3/c40-30(13-20-37-15-1-2-16-37)34-26-9-7-24(8-10-26)22-25-6-5-19-39-32(25)36-29-23-27(11-12-28(29)33(39)42)35-31(41)14-21-38-17-3-4-18-38/h7-12,22-23H,1-6,13-21H2,(H,34,40)(H,35,41)/b25-22+

Standard InChI Key:  IORXHVSFCDPREC-YYDJUVGSSA-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: 568.72

Molecular Weight (Monoisotopic): 568.3162

AlogP: 4.58

#Rotatable Bonds: 9

Polar Surface Area: 99.57

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.21

CX Basic pKa: 9.69

CX LogP: 3.27

CX LogD: -0.69

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.39

Np Likeness Score: -0.99

References

1. Shan C, Yan JW, Wang YQ, Che T, Huang ZL, Chen AC, Yao PF, Tan JH, Li D, Ou TM, Gu LQ, Huang ZS..  (2017)  Design, Synthesis, and Evaluation of Isaindigotone Derivatives To Downregulate c-myc Transcription via Disrupting the Interaction of NM23-H2 with G-Quadruplex.,  60  (4): [PMID:28128954] [10.1021/acs.jmedchem.6b01218]

2. Wang YQ, Huang ZL, Chen SB, Wang CX, Shan C, Yin QK, Ou TM, Li D, Gu LQ, Tan JH, Huang ZS..  (2017)  Design, Synthesis, and Evaluation of New Selective NM23-H2 Binders as c-MYC Transcription Inhibitors via Disruption of the NM23-H2/G-Quadruplex Interaction.,  60  (16): [PMID:28714689] [10.1021/acs.jmedchem.7b00421]

Source

Source(1):

• Scientific Literature