ID: ALA357021

Max Phase: Preclinical

Molecular Formula: C9H7N3S

Molecular Weight: 189.24

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cccc2sc3nncn3c12

Standard InChI:  InChI=1S/C9H7N3S/c1-6-3-2-4-7-8(6)12-5-10-11-9(12)13-7/h2-5H,1H3

Standard InChI Key:  DQJCHOQLCLEDLL-UHFFFAOYSA-N

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

Properties

Molecular Weight: 189.24

Molecular Weight (Monoisotopic): 189.0361

AlogP: 2.25

#Rotatable Bonds: 0

Polar Surface Area: 30.19

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 0.84

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 13

QED Weighted: 0.54

Np Likeness Score: -2.55

References

1. Liao DI, Basarab GS, Gatenby AA, Jordan DB..  (2000)  Selection of a potent inhibitor of trihydroxynaphthalene reductase by sorting disease control data.,  10  (5): [PMID:10743955] [10.1016/s0960-894x(00)00037-8]

2. PubChem BioAssay data set, 

3. Lee YM, Moon JS, Yun BS, Park KD, Choi GJ, Kim JC, Lee SH, Kim SU..  (2009)  Antifungal activity of CHE-23C, a dimeric sesquiterpene from Chloranthus henryi.,  57  (13): [PMID:19566082] [10.1021/jf900674y]

4. Vicentini CB, Romagnoli C, Andreotti E, Andreotti E, Mares D..  (2007)  Synthetic pyrazole derivatives as growth inhibitors of some phytopathogenic fungi.,  55  (25): [PMID:18001038] [10.1021/jf072077d]

5. Weng J, Tan C, Liu X.  (2012)  Synthesis and fungicidal activity of hydrazones containing 4-methylbenzo[d]thiazole moiety,  37  (2): [10.1584/jpestics.G11-41]

6. Lee JY, Lee JY, Yun BS, Hwang BK..  (2004)  Antifungal activity of beta-asarone from rhizomes of Acorus gramineus.,  52  (4): [PMID:14969530] [10.1021/jf035204o]

7. Mares D, Romagnoli C, Andreotti E, Andreotti E, Manfrini M, Vicentini CB..  (2004)  Synthesis and antifungal action of new tricyclazole analogues.,  52  (7): [PMID:15053543] [10.1021/jf030695y]

8. Lee JY, Lee JY, Moon SS, Hwang BK..  (2005)  Isolation and antifungal activity of 4-phenyl-3-butenoic acid from Streptomyces koyangensis strain VK-A60.,  53  (20): [PMID:16190619] [10.1021/jf050957r]

9. Vicentini CB, Forlani G, Manfrini M, Romagnoli C, Mares D..  (2002)  Development of new fungicides against Magnaporthe grisea: synthesis and biological activity of pyrazolo[3,4-d][1,3]thiazine, pyrazolo[1,5-c][1,3,5]thiadiazine, and pyrazolo[3,4-d]pyrimidine derivatives.,  50  (17): [PMID:12166969] [10.1021/jf0202436]

10. KIM HT, MIN JY, CHOI GJ, KIM J, KIM BS, CHUNG YR, KIM BT, KIM YS, YAMAGUCHI I, CHO KY.  (2002)  Synthesis of a New 1, 2, 4-Oxadiazol-5-one Derivative, KC10017, and Its Controlling Activity against Rice Blast Disease Caused by Magnaporthe grisea,  27  (3): [10.1584/jpestics.27.229]

11. Kim HJ, Jang JY, Chung KH, Lee JH..  (1999)  Synthesis and Fungicidal Activities of 4,5-Dihydro-7H-pyrano[3,4-c]isoxazole Derivatives.,  63  (3): [PMID:27393257] [10.1271/bbb.63.494]

12. KURAHASHI Y, SAKAWA S, KINBARA T, TANAKA K, KAGABU S.  (1997)  Biological Activity of Carpropamid (KTU 3616),  22  (2): [10.1584/jpestics.22.108]

13. Shan H, Zhao M, Chen D, Cheng J, Li J, Feng Z, Ma Z, An D..  (2013)  Biocontrol of rice blast by the phenaminomethylacetic acid producer of Bacillus methylotrophicus strain BC79,  44  [10.1016/j.cropro.2012.10.012]

14. Kunova A, Pizzatti C, Cortesi P..  (2013)  Impact of tricyclazole and azoxystrobin on growth, sporulation and secondary infection of the rice blast fungus, Magnaporthe oryzae.,  69  (2): [PMID:22933369] [10.1002/ps.3386]

15. PubChem BioAssay data set, 

16. Zhu J, Caflisch A..  (2016)  Twenty Crystal Structures of Bromodomain and PHD Finger Containing Protein 1 (BRPF1)/Ligand Complexes Reveal Conserved Binding Motifs and Rare Interactions.,  59  (11): [PMID:27167503] [10.1021/acs.jmedchem.6b00215]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays