Thaxtomin A o-isomer

ID: ALA2270640

Chembl Id: CHEMBL2270640

PubChem CID: 76326879

Max Phase: Preclinical

Molecular Formula: C22H22N4O6

Molecular Weight: 438.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)[C@](O)(Cc2ccccc2O)N(C)C(=O)[C@@H]1Cc1c[nH]c2cccc([N+](=O)[O-])c12

Standard InChI:  InChI=1S/C22H22N4O6/c1-24-17(10-14-12-23-15-7-5-8-16(19(14)15)26(31)32)20(28)25(2)22(30,21(24)29)11-13-6-3-4-9-18(13)27/h3-9,12,17,23,27,30H,10-11H2,1-2H3/t17-,22+/m0/s1

Standard InChI Key:  XNRUYCJWMXPFHD-HTAPYJJXSA-N

Alternative Forms

1. Parent:

   

   ALA2270640

   THAXTOMIN A O-ISOMER

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: 438.44

Molecular Weight (Monoisotopic): 438.1539

AlogP: 1.55

#Rotatable Bonds: 5

Polar Surface Area: 140.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.32

CX Basic pKa: ┄

CX LogP: 2.16

CX LogD: 2.15

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: 0.39

References

1. King RR, Lawrence CH, Gray JA..  (2001)  Herbicidal properties of the thaxtomin group of phytotoxins.,  49  (5): [PMID:11368592] [10.1021/jf0012998]

Source

Source(1):

• Scientific Literature