Axistatin 3

ID: ALA2337298

PubChem CID: 71658901

Max Phase: Preclinical

Molecular Formula: C29H47N5O

Molecular Weight: 481.73

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Axistatin 3 | Axistatin 3|CHEMBL2337298

Canonical SMILES:  CNc1ncnc(NC(C)C)c1N(C=O)C/C=C(\C)CC/C=C(\C)CC[C@@]1(C)C(C)=CCC[C@@H]1C

Standard InChI:  InChI=1S/C29H47N5O/c1-21(2)33-28-26(27(30-8)31-19-32-28)34(20-35)18-16-23(4)12-9-11-22(3)15-17-29(7)24(5)13-10-14-25(29)6/h11,13,16,19-21,25H,9-10,12,14-15,17-18H2,1-8H3,(H2,30,31,32,33)/b22-11+,23-16+/t25-,29-/m0/s1

Standard InChI Key:  JTHIQBCVJBQEBJ-KLNODRGRSA-N

Molfile:  

     RDKit          2D

 35 36  0  0  0  0  0  0  0  0999 V2000
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    8.8960  -11.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2021  -10.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6984   -9.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2980  -12.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0118  -10.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0159  -10.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7175  -11.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8693  -13.6746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8599  -14.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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  5  6  1  0
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  7  8  2  0
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 14 15  1  0
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 13 20  1  6
  4 21  1  0
  1 22  1  0
 22 23  2  0
  1 24  1  0
 24 25  2  0
 25 26  1  0
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 27 28  1  0
 28 29  2  0
 29 24  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 25 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2337298

   AXISTATIN 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: 481.73

Molecular Weight (Monoisotopic): 481.3781

AlogP: 7.14

#Rotatable Bonds: 13

Polar Surface Area: 70.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.57

CX LogP: 5.99

CX LogD: 5.93

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.23

Np Likeness Score: 1.81

References

1. Pettit GR, Tang Y, Zhang Q, Bourne GT, Arm CA, Leet JE, Knight JC, Pettit RK, Chapuis JC, Doubek DL, Ward FJ, Weber C, Hooper JN..  (2013)  Isolation and structures of axistatins 1-3 from the Republic of Palau marine sponge Agelas axifera Hentschel .,  76  (3): [PMID:23410078] [10.1021/np300828y]

Source

Source(1):

• Scientific Literature