vertilmicin

ID: ALA1276545

Chembl Id: CHEMBL1276545

PubChem CID: 52948322

Max Phase: Preclinical

Molecular Formula: C22H43N5O7

Molecular Weight: 489.61

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Vertilmicin | CHEMBL1276545

Canonical SMILES:  CCN[C@@H]1C[C@H](N)[C@@H](O[C@@H]2OC(C(C)N)=CC[C@@H]2N)[C@H](O)[C@H]1O[C@H]1OC[C@](C)(O)[C@H](NC)[C@H]1O

Standard InChI:  InChI=1S/C22H43N5O7/c1-5-27-13-8-12(25)17(33-20-11(24)6-7-14(32-20)10(2)23)15(28)18(13)34-21-16(29)19(26-4)22(3,30)9-31-21/h7,10-13,15-21,26-30H,5-6,8-9,23-25H2,1-4H3/t10?,11-,12-,13+,15-,16+,17+,18-,19+,20-,21+,22-/m0/s1

Standard InChI Key:  QVRLHIRFLRXFIW-MLDHBKOMSA-N

Alternative Forms

1. Parent:

   

   ALA1276545

   VERTILMICIN

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: 489.61

Molecular Weight (Monoisotopic): 489.3162

AlogP: -2.81

#Rotatable Bonds: 8

Polar Surface Area: 199.73

Molecular Species: BASE

HBA: 12

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.55

CX Basic pKa: 9.77

CX LogP: -3.11

CX LogD: -10.46

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.17

Np Likeness Score: 1.71

References

1. Li CR, Yang XY, Lou RH, Zhang WX, Wang YM, Yuan M, Li Y, Chen HZ, Hong B, Sun CH, Zhao LX, Li ZR, Jiang JD, You XF..  (2008)  In vitro antibacterial activity of vertilmicin and its susceptibility to modifications by the recombinant AAC6'-APH2'' enzyme.,  52  (11): [PMID:18710917] [10.1128/aac.01400-07]

2. You XF, Li CR, Yang XY, Yuan M, Zhang WX, Lou RH, Wang YM, Li GQ, Chen HZ, Song DQ, Sun CH, Cen S, Yu LY, Zhao LX, Jiang JD..  (2009)  In vivo antibacterial activity of vertilmicin, a new aminoglycoside antibiotic.,  53  (10): [PMID:19635958] [10.1128/aac.00223-09]

Source

Source(1):

• Scientific Literature