13,23-diazahexacyclo[14.7.0.0^{2,10}.0^{3,8}.0^{11,15}.0^{17,22}]tricosa-1(16),2(10),3(8),4,6,11(15),17(22),18,20-nonaen-12-one

ID: ALA374722

PubChem CID: 9796715

Max Phase: Preclinical

Molecular Formula: C21H14N2O

Molecular Weight: 310.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NCc2c1c1c(c3[nH]c4ccccc4c23)-c2ccccc2C1

Standard InChI:  InChI=1S/C21H14N2O/c24-21-19-14-9-11-5-1-2-6-12(11)17(14)20-18(15(19)10-22-21)13-7-3-4-8-16(13)23-20/h1-8,23H,9-10H2,(H,22,24)

Standard InChI Key:  APVILWMLHFTGRJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 29  0  0  0  0  0  0  0  0999 V2000
   12.7990  -10.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6240  -10.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8855   -9.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2221   -9.4455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5507   -9.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0321  -11.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6175  -12.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1673  -12.7622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8382  -11.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9181  -12.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6649  -12.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3324  -12.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2481  -11.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5011  -11.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7855  -12.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3771  -11.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5609  -11.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2217  -12.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4673  -12.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7911  -12.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8678  -13.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6268  -14.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2999  -13.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7684   -9.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 10 11  1  0
  3  4  1  0
 11 12  2  0
  4  5  1  0
 12 13  1  0
  5  1  1  0
 13 14  2  0
 14  9  1  0
 15 16  2  0
  6  7  2  0
  1 16  1  0
 16 17  1  0
 17 19  1  0
 18 15  1  0
 15  7  1  0
  7  8  1  0
 18 19  2  0
  8 10  1  0
 19 20  1  0
  9  6  1  0
 20 21  2  0
  6  2  1  0
 21 22  1  0
  1  2  2  0
 22 23  2  0
 23 18  1  0
  9 10  2  0
  5 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA374722

   13,23-Diazahexacyclo[14.7.0.02,10.03,8.011,15.017,22]tricosa-1(16),2(10),3,5,7,11(15),17,19,21-nonaen-12-one

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: 310.36

Molecular Weight (Monoisotopic): 310.1106

AlogP: 4.14

#Rotatable Bonds: ┄

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.56

CX Basic pKa: ┄

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.44

Np Likeness Score: 0.68

References

1. Hudkins RL, Johnson NW, Angeles TS, Gessner GW, Mallamo JP..  (2007)  Synthesis and mixed lineage kinase activity of pyrrolocarbazole and isoindolone analogs of (+)K-252a.,  50  (3): [PMID:17266195] [10.1021/jm051074u]

Source

Source(1):

• Scientific Literature