Hexanoic acid {4-amino-6-[4,6-diamino-3-(3-amino-6-aminomethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-3,5-dihydroxy-tetrahydro-pyran-2-ylmethyl}-butyl-amide

ID: ALA287699

Chembl Id: CHEMBL287699

PubChem CID: 14846627

Max Phase: Preclinical

Molecular Formula: C28H56N6O10

Molecular Weight: 636.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)N(CCCC)CC1OC(OC2C(N)CC(N)C(OC3OC(CN)C(O)C(O)C3N)C2O)C(O)C(N)C1O

Standard InChI:  InChI=1S/C28H56N6O10/c1-3-5-7-8-17(35)34(9-6-4-2)12-16-20(36)18(32)23(39)28(42-16)44-26-14(31)10-13(30)25(24(26)40)43-27-19(33)22(38)21(37)15(11-29)41-27/h13-16,18-28,36-40H,3-12,29-33H2,1-2H3

Standard InChI Key:  RKWRBZOHODLUJS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA287699

   N-[[4-amino-6-[4,6-diamino-3-[3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-3,5-dihydroxyoxan-2-yl]methyl]-N-butylhexanamide

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: 636.79

Molecular Weight (Monoisotopic): 636.4058

AlogP: -4.11

#Rotatable Bonds: 14

Polar Surface Area: 288.48

Molecular Species: BASE

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.40

CX Basic pKa: 9.34

CX LogP: -3.87

CX LogD: -9.81

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.08

Np Likeness Score: 0.59

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