cribrostatin 3

ID: ALA500613

PubChem CID: 9926342

Max Phase: Preclinical

Molecular Formula: C16H16N2O4

Molecular Weight: 300.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cribrostatin 3 | cribrostatin 3|CHEMBL500613|SCHEMBL7667558|OOVHJUXBXNVAER-YWEYNIOJSA-|(7-amino-6-methyl-5,8-dioxoisoquinolin-1-yl)methyl (Z)-2-methylbut-2-enoate|InChI=1/C16H16N2O4/c1-4-8(2)16(21)22-7-11-12-10(5-6-18-11)14(19)9(3)13(17)15(12)20/h4-6H,7,17H2,1-3H3/b8-4-

Canonical SMILES:  C/C=C(/C)C(=O)OCc1nccc2c1C(=O)C(N)=C(C)C2=O

Standard InChI:  InChI=1S/C16H16N2O4/c1-4-8(2)16(21)22-7-11-12-10(5-6-18-11)14(19)9(3)13(17)15(12)20/h4-6H,7,17H2,1-3H3/b8-4-

Standard InChI Key:  OOVHJUXBXNVAER-YWEYNIOJSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.7539    0.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4703    1.0690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4675    1.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7521    2.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0391    1.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0432    1.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3327    2.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6135    1.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6093    1.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3244    0.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3380    3.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3214   -0.1689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017    2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8924    0.6675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7537   -0.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4681   -0.5820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4679   -1.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1822   -1.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7533   -1.8194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1820   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8968   -1.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8970   -0.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  7 11  2  0
  1  2  2  0
 10 12  2  0
  5  1  1  0
  8 13  1  0
  2  3  1  0
  9 14  1  0
  1 15  1  0
  3  4  2  0
 15 16  1  0
  4  6  1  0
 16 17  1  0
  5 10  1  0
 17 18  1  0
  6  7  1  0
 17 19  2  0
  7  8  1  0
 18 20  1  0
  8  9  2  0
 18 21  2  0
  9 10  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA500613

   CRIBROSTATIN 3

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: 300.31

Molecular Weight (Monoisotopic): 300.1110

AlogP: 1.70

#Rotatable Bonds: 3

Polar Surface Area: 99.35

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.04

CX LogD: 1.04

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.67

Np Likeness Score: 1.65

References

1. Pettit GR, Knight JC, Collins JC, Herald DL, Pettit RK, Boyd MR, Young VG..  (2000)  Antineoplastic agents 430. Isolation and structure of cribrostatins 3, 4, and 5 from the republic of maldives cribrochalina species.,  63  (6): [PMID:10869203] [10.1021/np990618q]

Source

Source(1):

• Scientific Literature