4-(4-(4-methoxyphenyl)piperazin-1-yl)-2-(pyridin-2-yl)quinazoline

ID: ALA4079583

PubChem CID: 58279815

Max Phase: Preclinical

Molecular Formula: C24H23N5O

Molecular Weight: 397.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N2CCN(c3nc(-c4ccccn4)nc4ccccc34)CC2)cc1

Standard InChI:  InChI=1S/C24H23N5O/c1-30-19-11-9-18(10-12-19)28-14-16-29(17-15-28)24-20-6-2-3-7-21(20)26-23(27-24)22-8-4-5-13-25-22/h2-13H,14-17H2,1H3

Standard InChI Key:  BNLATJNUBANGFF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.4384  -20.2794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1506  -20.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8602  -20.2789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8574  -19.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4395  -19.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1477  -19.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1457  -18.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4363  -17.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7274  -18.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7328  -19.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1522  -21.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4387  -21.9194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4381  -22.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1504  -23.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8606  -22.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8576  -21.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5673  -19.0361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2792  -19.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9870  -19.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9874  -18.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2738  -17.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5598  -18.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6989  -17.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4083  -18.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1193  -17.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1190  -16.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4018  -16.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6937  -16.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8299  -16.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5385  -16.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  6  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  2 11  1  0
  4 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4079583

   4-[4-(4-Methoxyphenyl)piperazin-1-Yl]-2-(Pyridin-2-Yl)quinazoline

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: 397.48

Molecular Weight (Monoisotopic): 397.1903

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 54.38

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.96

CX LogP: 5.40

CX LogD: 5.40

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -1.49

References

1. White KN, Tenney K, Crews P..  (2017)  The Bengamides: A Mini-Review of Natural Sources, Analogues, Biological Properties, Biosynthetic Origins, and Future Prospects.,  80  (3): [PMID:28185457] [10.1021/acs.jnatprod.6b00970]

Source

Source(1):

• Scientific Literature