ID: ALA3245223

Max Phase: Preclinical

Molecular Formula: C21H41N5O8

Molecular Weight: 491.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3OC(CNCCO)=CC[C@H]3N)[C@@H](N)C[C@H]2N)OC[C@]1(C)O

Standard InChI:  InChI=1S/C21H41N5O8/c1-21(30)9-31-20(15(29)18(21)25-2)34-17-13(24)7-12(23)16(14(17)28)33-19-11(22)4-3-10(32-19)8-26-5-6-27/h3,11-20,25-30H,4-9,22-24H2,1-2H3/t11-,12+,13-,14+,15-,16-,17+,18-,19-,20-,21+/m1/s1

Standard InChI Key:  DWSIEZPHSFCNAT-MQDUPKMGSA-N

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

Properties

Molecular Weight: 491.59

Molecular Weight (Monoisotopic): 491.2955

AlogP: -4.23

#Rotatable Bonds: 9

Polar Surface Area: 219.96

Molecular Species: BASE

HBA: 13

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.55

CX Basic pKa: 9.59

CX LogP: -4.58

CX LogD: -11.32

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.14

Np Likeness Score: 1.66

References

1. Davies DH, Mallams AK, Counelis M, Loebenberg D, Moss EL, Waitz JA..  (1978)  Semisynthetic aminoglycoside antibacterials. 6. Synthesis of sisomicin, Antibiotic G-52, and novel 6'-substituted analogues of sisomicin from aminoglycoside 66-40C.,  21  (2): [PMID:413921] [10.1021/jm00200a009]

Source

Source(1):

• Scientific Literature