5-amino-2-aminomethyl-6-[4,6-diamino-3-(4-amino-6-azidomethyl-3,5-dihydroxytetrahydro-2H-2-pyranyloxy)-2-hydroxycyclohexyloxy]tetrahydro-2H-3,4-pyrandiol

ID: ALA285687

Chembl Id: CHEMBL285687

PubChem CID: 14846575

Max Phase: Preclinical

Molecular Formula: C18H36N8O9

Molecular Weight: 508.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NCC1OC(OC2C(N)CC(N)C(OC3OC(CN)C(O)C(O)C3N)C2O)C(O)C(N)C1O

Standard InChI:  InChI=1S/C18H36N8O9/c19-2-6-11(28)12(29)9(23)17(32-6)34-15-4(20)1-5(21)16(14(15)31)35-18-13(30)8(22)10(27)7(33-18)3-25-26-24/h4-18,27-31H,1-3,19-23H2

Standard InChI Key:  HWKXZVZSOIIGCN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA285687

   5-amino-2-aminomethyl-6-[4,6-diamino-3-(4-amino-6-azidomethyl-3,5-dihydroxytetrahydro-2H-2-pyranyloxy)-2-hydroxycyclohexyloxy]tetrahydro-2H-3,4-pyrandiol

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: 508.53

Molecular Weight (Monoisotopic): 508.2605

AlogP: -6.01

#Rotatable Bonds: 7

Polar Surface Area: 316.93

Molecular Species: ZWITTERION

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.23

CX Basic pKa: 9.54

CX LogP: -6.35

CX LogD: -12.68

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.09

Np Likeness Score: 1.20

References

1. Mingeot-Leclercq MP, Van Schepdael A, Brasseur R, Busson R, Vanderhaeghe HJ, Claes PJ, Tulkens PM..  (1991)  New derivatives of kanamycin B obtained by modifications and substitutions in position 6''. 2. In vitro and computer-aided toxicological evaluation with respect to interactions with phosphatidylinositol.,  34  (4): [PMID:2016725] [10.1021/jm00108a036]

Source

Source(1):

• Scientific Literature