(E)-N-(4-((7-Fluoro-6-(4-methylpiperazin-1-yl)-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)phenyl)-2-(pyrrolidin-1-yl)acetamide

ID: ALA4088189

PubChem CID: 50902759

Max Phase: Preclinical

Molecular Formula: C29H33FN6O2

Molecular Weight: 516.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2cc3nc4n(c(=O)c3cc2F)CC/C4=C\c2ccc(NC(=O)CN3CCCC3)cc2)CC1

Standard InChI:  InChI=1S/C29H33FN6O2/c1-33-12-14-35(15-13-33)26-18-25-23(17-24(26)30)29(38)36-11-8-21(28(36)32-25)16-20-4-6-22(7-5-20)31-27(37)19-34-9-2-3-10-34/h4-7,16-18H,2-3,8-15,19H2,1H3,(H,31,37)/b21-16+

Standard InChI Key:  YWLQUHAACJHYEK-LTGZKZEYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4088189

   N-[4-[(E)-[7-fluoro-6-(4-methylpiperazin-1-yl)-9-oxo-1,2-dihydropyrrolo[2,1-b]quinazolin-3-ylidene]methyl]phenyl]-2-pyrrolidin-1-ylacetamide

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: 516.62

Molecular Weight (Monoisotopic): 516.2649

AlogP: 3.27

#Rotatable Bonds: 5

Polar Surface Area: 73.71

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.52

CX Basic pKa: 7.57

CX LogP: 2.91

CX LogD: 2.46

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.56

Np Likeness Score: -1.39

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]

Source

Source(1):

• Scientific Literature