Scequinadoline A

ID: ALA5200602

Chembl Id: CHEMBL5200602

PubChem CID: 139591094

Max Phase: Preclinical

Molecular Formula: C27H29N5O4

Molecular Weight: 487.56

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)[C@@H](C[C@@]2(O)c3ccccc3N3C(=O)C(C)(C)N[C@@H]32)n2c1nc1ccccc1c2=O

Standard InChI:  InChI=1S/C27H29N5O4/c1-14(2)20-21-28-17-11-7-5-9-15(17)23(34)31(21)19(22(33)29-20)13-27(36)16-10-6-8-12-18(16)32-24(27)30-26(3,4)25(32)35/h5-12,14,19-20,24,30,36H,13H2,1-4H3,(H,29,33)/t19-,20+,24+,27-/m1/s1

Standard InChI Key:  VHQZIMAMLQIPDR-MYLOTTRVSA-N

Alternative Forms

1. Parent:

   

   ALA5200602

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 487.56

Molecular Weight (Monoisotopic): 487.2220

AlogP: 2.10

#Rotatable Bonds: 3

Polar Surface Area: 116.56

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.22

CX Basic pKa: 5.34

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.52

Np Likeness Score: 1.13

References

1. Almeida MC, Resende DISP, da Costa PM, Pinto MMM, Sousa E..  (2021)  Tryptophan derived natural marine alkaloids and synthetic derivatives as promising antimicrobial agents.,  209  [PMID:33153766] [10.1016/j.ejmech.2020.112945]

2. Yi M, Lin S, Zhang B, Jin H, Ding L..  (2020)  Antiviral potential of natural products from marine microbes.,  207  [PMID:32937282] [10.1016/j.ejmech.2020.112790]

3. Takahashi JA, Barbosa BVR, Lima MTNS, Cardoso PG, Contigli C, Pimenta LPS..  (2021)  Antiviral fungal metabolites and some insights into their contribution to the current COVID-19 pandemic.,  46  [PMID:34438338] [10.1016/j.bmc.2021.116366]

Source

Source(1):

• Scientific Literature