N-{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}-butyramide

ID: ALA285200

Chembl Id: CHEMBL285200

PubChem CID: 14846603

Max Phase: Preclinical

Molecular Formula: C22H44N6O10

Molecular Weight: 552.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)NCC1OC(OC2C(N)CC(N)C(OC3OC(CN)C(O)C(O)C3N)C2O)C(O)C(N)C1O

Standard InChI:  InChI=1S/C22H44N6O10/c1-2-3-11(29)28-6-10-14(30)12(26)17(33)22(36-10)38-20-8(25)4-7(24)19(18(20)34)37-21-13(27)16(32)15(31)9(5-23)35-21/h7-10,12-22,30-34H,2-6,23-27H2,1H3,(H,28,29)

Standard InChI Key:  MLSWUKVCDIILRV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA285200

   N-{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}-butyramide

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: 552.63

Molecular Weight (Monoisotopic): 552.3119

AlogP: -6.40

#Rotatable Bonds: 9

Polar Surface Area: 297.27

Molecular Species: BASE

HBA: 15

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.40

CX Basic pKa: 9.34

CX LogP: -6.31

CX LogD: -12.25

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.13

Np Likeness Score: 0.79

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