4,5-Dibromo-1H-pyrrole-2-carboxylic acid amide

ID: ALA356164

Chembl Id: CHEMBL356164

Cas Number: 34649-20-2

PubChem CID: 14056555

Max Phase: Preclinical

Molecular Formula: C5H4Br2N2O

Molecular Weight: 267.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc(Br)c(Br)[nH]1

Standard InChI:  InChI=1S/C5H4Br2N2O/c6-2-1-3(5(8)10)9-4(2)7/h1,9H,(H2,8,10)

Standard InChI Key:  VTWHNVAKXBNGFV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA356164

   4,5-Dibromo-1h-pyrrole-2-carboxamide

Molecule Features

Natural Product: Yes

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: 267.91

Molecular Weight (Monoisotopic): 265.8690

AlogP: 1.64

#Rotatable Bonds: 1

Polar Surface Area: 58.88

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.04

CX Basic pKa: ┄

CX LogP: 1.06

CX LogD: 1.06

Aromatic Rings: 1

Heavy Atoms: 10

QED Weighted: 0.80

Np Likeness Score: 0.69

References

1. Tasdemir D, Mallon R, Greenstein M, Feldberg LR, Kim SC, Collins K, Wojciechowicz D, Mangalindan GC, Concepción GP, Harper MK, Ireland CM..  (2002)  Aldisine alkaloids from the Philippine sponge Stylissa massa are potent inhibitors of mitogen-activated protein kinase kinase-1 (MEK-1).,  45  (2): [PMID:11784156] [10.1021/jm0102856]

2. Tsukamoto S, Kato H, Hirota H, Fusetani N.  (1996)  Mauritiamine, a New Antifouling Oroidin Dimer from the Marine Sponge Agelas mauritiana ,  59  (5): [10.1021/np960113p]

3. Tilvi S, Moriou C, Martin MT, Gallard JF, Sorres J, Patel K, Petek S, Debitus C, Ermolenko L, Al-Mourabit A..  (2010)  Agelastatin E, agelastatin F, and benzosceptrin C from the marine sponge Agelas dendromorpha.,  73  (4): [PMID:20166736] [10.1021/np900539j]

4. Thorson MK, Van Wagoner RM, Harper MK, Ireland CM, Majtan T, Kraus JP, Barrios AM..  (2015)  Marine natural products as inhibitors of cystathionine beta-synthase activity.,  25  (5): [PMID:25666819] [10.1016/j.bmcl.2015.01.013]

5. Kovalerchik D, Singh RP, Schlesinger P, Mahajni A, Shefer S, Fridman M, Ilan M, Carmeli S..  (2020)  Bromopyrrole Alkaloids of the Sponge Agelas oroides Collected Near the Israeli Mediterranean Coastline.,  83  (2): [PMID:32072810] [10.1021/acs.jnatprod.9b00863]

Source

Source(1):

• Scientific Literature