(E)-N-(3-(Diethylamino)propyl)-4-((7-fluoro-9-oxo-6-((3-(pyrrolidin-1-yl)propyl)amino)-1,2-dihydropyrrolo[2,1-b]quinazolin-3(9H)-ylidene)methyl)benzamide

ID: ALA4096378

Chembl Id: CHEMBL4096378

PubChem CID: 137655949

Max Phase: Preclinical

Molecular Formula: C33H43FN6O2

Molecular Weight: 574.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCNC(=O)c1ccc(/C=C2\CCn3c2nc2cc(NCCCN4CCCC4)c(F)cc2c3=O)cc1

Standard InChI:  InChI=1S/C33H43FN6O2/c1-3-38(4-2)18-8-15-36-32(41)25-11-9-24(10-12-25)21-26-13-20-40-31(26)37-29-23-30(28(34)22-27(29)33(40)42)35-14-7-19-39-16-5-6-17-39/h9-12,21-23,35H,3-8,13-20H2,1-2H3,(H,36,41)/b26-21+

Standard InChI Key:  UXEYVIHEEBOOIY-YYADALCUSA-N

Alternative Forms

1. Parent:

   

   ALA4096378

   ---

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: 574.75

Molecular Weight (Monoisotopic): 574.3432

AlogP: 4.84

#Rotatable Bonds: 13

Polar Surface Area: 82.50

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.96

CX LogP: 3.24

CX LogD: -1.11

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.28

Np Likeness Score: -1.31

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. Jiang XC, Tu FH, Wei LY, Wang BZ, Yuan H, Yuan JM, Rao Y, Huang SL, Li QJ, Ou TM, Wang HG, Tan JH, Chen SB, Huang ZS..  (2022)  Discovery of a Novel G-Quadruplex and Histone Deacetylase (HDAC) Dual-Targeting Agent for the Treatment of Triple-Negative Breast Cancer.,  65  (18.0): [PMID:36053318] [10.1021/acs.jmedchem.2c01058]

Source

Source(1):

• Scientific Literature