Gentamicin sulfate

ID: ALA1087542

Chembl Id: CHEMBL1087542

Cas Number: 37713-04-5

PubChem CID: 21115148

Max Phase: Preclinical

Molecular Formula: C19H41N5O11S

Molecular Weight: 449.55

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H39N5O7.H2O4S/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17;1-5(2,3)4/h8-18,24-27H,3-7,20-23H2,1-2H3;(H2,1,2,3,4)/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-;/m0./s1

Standard InChI Key:  HNCAOLPMSASREN-UCMBPTNBSA-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

Calculated Properties

Molecular Weight: 449.55

Molecular Weight (Monoisotopic): 449.2849

AlogP: -3.98

#Rotatable Bonds: 6

Polar Surface Area: 213.72

Molecular Species: BASE

HBA: 12

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.55

CX Basic pKa: 9.90

CX LogP: -3.99

CX LogD: -11.77

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.19

Np Likeness Score: 1.53

References

1. Sabbavarapu NM, Shavit M, Degani Y, Smolkin B, Belakhov V, Baasov T..  (2016)  Design of Novel Aminoglycoside Derivatives with Enhanced Suppression of Diseases-Causing Nonsense Mutations.,  7  (4): [PMID:27096052] [10.1021/acsmedchemlett.6b00006]

2. Kong FD, Ma QY, Huang SZ, Wang P, Wang JF, Zhou LM, Yuan JZ, Dai HF, Zhao YX..  (2017)  Chrodrimanins K-N and Related Meroterpenoids from the Fungus Penicillium sp. SCS-KFD09 Isolated from a Marine Worm, Sipunculus nudus.,  80  (4): [PMID:28212032] [10.1021/acs.jnatprod.6b01061]

3. Patil HS, Jadhav DD, Paul A, Mulani FA, Karegaonkar SJ, Thulasiram HV..  (2018)  Regioselective and efficient enzymatic synthesis of antimicrobial andrographolide derivatives.,  28  (6): [PMID:29475585] [10.1016/j.bmcl.2018.01.007]

4. Khan AK, Ahmed A, Hussain M, Khan IA, Ali SA, Farooq AD, Faizi S..  (2017)  Antibiofilm potential of 16-oxo-cleroda-3, 13(14) E-diene-15 oic acid and its five new γ-amino γ-lactone derivatives against methicillin resistant Staphylococcus aureus and Streptococcus mutans.,  138  [PMID:28692914] [10.1016/j.ejmech.2017.06.065]

5. Yao FH, Liang X, Lu XH, Cheng X, Luo LX, Qi SH..  (2022)  Pyrrospirones K-Q, Decahydrofluorene-Class Alkaloids from the Marine-Derived Fungus Penicillium sp. SCSIO 41512.,  85  (8.0): [PMID:35930265] [10.1021/acs.jnatprod.2c00473]

Source

Source(1):

• Scientific Literature