Herbicidin F

ID: ALA3109450

Chembl Id: CHEMBL3109450

Cas Number: 72283-61-5

PubChem CID: 6440493

Max Phase: Preclinical

Molecular Formula: C23H29N5O10

Molecular Weight: 535.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C(\C)C(=O)O[C@H]1[C@H](O)[C@@H](C(=O)OC)O[C@@H]2C[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OC)[C@H]3O[C@]21O

Standard InChI:  InChI=1S/C23H29N5O10/c1-5-9(2)21(30)37-17-13(29)15(22(31)34-4)36-11-6-10-14(38-23(11,17)32)16(33-3)20(35-10)28-8-27-12-18(24)25-7-26-19(12)28/h5,7-8,10-11,13-17,20,29,32H,6H2,1-4H3,(H2,24,25,26)/b9-5+/t10-,11-,13-,14+,15+,16-,17+,20-,23-/m1/s1

Standard InChI Key:  PXURTMJWRXVZEJ-SYDSVXEMSA-N

Alternative Forms

1. Parent:

   

   ALA3109450

   Herbicidin F

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: 535.51

Molecular Weight (Monoisotopic): 535.1914

AlogP: -1.02

#Rotatable Bonds: 5

Polar Surface Area: 199.60

Molecular Species: NEUTRAL

HBA: 15

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.09

CX Basic pKa: 4.92

CX LogP: 0.27

CX LogD: 0.27

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.31

Np Likeness Score: 2.30

References

1. Chai X, Youn UJ, Sun D, Dai J, Williams P, Kondratyuk TP, Borris RP, Davies J, Villanueva IG, Pezzuto JM, Chang LC..  (2014)  Herbicidin congeners, undecose nucleosides from an organic extract of Streptomyces sp. L-9-10.,  77  (2): [PMID:24533857] [10.1021/np4006635]

Source

Source(1):

• Scientific Literature