9'-Deoxy-8',8'-dihydroxyherbicidin B

ID: ALA3109446

Chembl Id: CHEMBL3109446

Cas Number: 1569269-03-9

PubChem CID: 76310273

Max Phase: Preclinical

Molecular Formula: C18H23N5O9

Molecular Weight: 453.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1CC(O)(O)[C@]2(O)O[C@@H]3[C@@H](OC)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3C[C@H]2O1

Standard InChI:  InChI=1S/C18H23N5O9/c1-28-12-11-7(31-15(12)23-6-22-10-13(19)20-5-21-14(10)23)3-9-18(27,32-11)17(25,26)4-8(30-9)16(24)29-2/h5-9,11-12,15,25-27H,3-4H2,1-2H3,(H2,19,20,21)/t7-,8+,9-,11+,12-,15-,18-/m1/s1

Standard InChI Key:  AZYCCECPGKXFKD-WZBVYVGFSA-N

Alternative Forms

1. Parent:

   

   ALA3109446

   9'-deoxy-8',8'-dihydroxyherbicidin B

Molecule Features

Natural Product: Yes

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: 453.41

Molecular Weight (Monoisotopic): 453.1496

AlogP: -2.19

#Rotatable Bonds: 3

Polar Surface Area: 193.53

Molecular Species: NEUTRAL

HBA: 14

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.27

CX Basic pKa: 4.92

CX LogP: -1.23

CX LogD: -1.23

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: 1.76

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