Nagelamide H2

ID: ALA5187625

PubChem CID: 168282740

Max Phase: Preclinical

Molecular Formula: C24H26Br3N11O5S

Molecular Weight: 820.32

Names and Identifiers

Canonical SMILES:  N=C1N=C(NCCS(=O)(=O)O)C(/C=C/CNC(=O)c2cc(Br)c(Br)[nH]2)(c2nc(N)[nH]c2/C=C/CNC(=O)c2cc(Br)c[nH]2)N1

Standard InChI:  InChI=1S/C24H26Br3N11O5S/c25-12-9-15(33-11-12)19(39)30-5-1-3-14-17(36-22(28)35-14)24(21(37-23(29)38-24)32-7-8-44(41,42)43)4-2-6-31-20(40)16-10-13(26)18(27)34-16/h1-4,9-11,33-34H,5-8H2,(H,30,39)(H,31,40)(H3,28,35,36)(H,41,42,43)(H3,29,32,37,38)/b3-1+,4-2+

Standard InChI Key:  DIXBFAQJCBQWCS-ZPUQHVIOSA-N

Molfile:  

 
     RDKit          2D

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   -2.2021   -0.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4504   -1.2924    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    0.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1362    0.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5824    0.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1065    2.4007    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8556   -0.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5702   -0.8856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5702   -1.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2849   -2.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3711   -2.9438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780   -3.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5905   -2.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0385   -1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4158   -2.4010    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1426    0.3877    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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 34 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  2  0
 39 37  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 37  2  0
 41 43  1  0
  2 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5187625

   ---

Molecule Features

Natural Product: No

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: 820.32

Molecular Weight (Monoisotopic): 816.9389

AlogP: 1.97

#Rotatable Bonds: 12

Polar Surface Area: 259.12

Molecular Species: ZWITTERION

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.44

CX Basic pKa: 9.60

CX LogP: 0.06

CX LogD: -0.07

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.09

Np Likeness Score: 0.64

References

1. Freire VF, Gubiani JR, Spencer TM, Hajdu E, Ferreira AG, Ferreira DAS, de Castro Levatti EV, Burdette JE, Camargo CH, Tempone AG, Berlinck RGS..  (2022)  Feature-Based Molecular Networking Discovery of Bromopyrrole Alkaloids from the Marine Sponge Agelas dispar.,  85  (5.0): [PMID:35427139] [10.1021/acs.jnatprod.2c00094]

Source

Source(1):

• Scientific Literature