NPASS drugs

Drug Information

Drug ID:	NPD980
Drug Name:
Molecular Formula:	C13H13N3O3
Canonical SMILES:	OC1=NN=C(C(C1)C)c1ccc2c(c1)OCC(=N2)O
Standard InCHI:	InChI=1S/C13H13N3O3/c1-7-4-11(17)15-16-13(7)8-2-3-9-10(5-8)19-6-12(18)14-9/h2-3,5,7H,4,6H2,1H3,(H,14,18)(H,15,17)
Standard InCHIKey:	XZPGINPFWXLYNW-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD980

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	202
0.1-0.2	1249
0.2-0.3	6585
0.3-0.4	6109
0.4-0.5	7091
0.5-0.6	8956
0.6-0.7	666
0.7-0.8	31
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8056	NPC315632
Intermediate Similarity	0.7914	NPC57105
Intermediate Similarity	0.7853	NPC231862
Intermediate Similarity	0.7803	NPC313886
Intermediate Similarity	0.7733	NPC473987
Intermediate Similarity	0.7697	NPC297584
Intermediate Similarity	0.7665	NPC127362
Intermediate Similarity	0.756	NPC314861
Intermediate Similarity	0.7455	NPC10875
Intermediate Similarity	0.7455	NPC10730
Intermediate Similarity	0.7414	NPC316161
Intermediate Similarity	0.7403	NPC208022
Intermediate Similarity	0.7284	NPC473769
Intermediate Similarity	0.7226	NPC313466
Intermediate Similarity	0.7219	NPC306366
Intermediate Similarity	0.72	NPC168153
Intermediate Similarity	0.72	NPC8467
Intermediate Similarity	0.7188	NPC314113
Intermediate Similarity	0.7159	NPC315631
Intermediate Similarity	0.7152	NPC471314
Intermediate Similarity	0.7152	NPC471315
Intermediate Similarity	0.7143	NPC112766
Intermediate Similarity	0.7135	NPC118511
Intermediate Similarity	0.7117	NPC473874
Intermediate Similarity	0.7069	NPC477888
Intermediate Similarity	0.7067	NPC289330
Intermediate Similarity	0.7067	NPC160120
Intermediate Similarity	0.7067	NPC53596
Intermediate Similarity	0.7067	NPC471308
Intermediate Similarity	0.7067	NPC17388
Intermediate Similarity	0.7018	NPC235628
Intermediate Similarity	0.7	NPC70549
Remote Similarity	0.6994	NPC204179
Remote Similarity	0.6981	NPC218530
Remote Similarity	0.6964	NPC219383
Remote Similarity	0.6954	NPC19555
Remote Similarity	0.6939	NPC264782
Remote Similarity	0.6932	NPC310894
Remote Similarity	0.6923	NPC42591
Remote Similarity	0.6913	NPC258992
Remote Similarity	0.6906	NPC311936
Remote Similarity	0.6893	NPC225381
Remote Similarity	0.6889	NPC265383
Remote Similarity	0.6882	NPC294244
Remote Similarity	0.6871	NPC189724
Remote Similarity	0.6871	NPC83289
Remote Similarity	0.6871	NPC212850
Remote Similarity	0.6868	NPC119579
Remote Similarity	0.6864	NPC184161
Remote Similarity	0.686	NPC291359
Remote Similarity	0.6855	NPC471953
Remote Similarity	0.6855	NPC93882
Remote Similarity	0.6855	NPC130595
Remote Similarity	0.6851	NPC260118
Remote Similarity	0.6848	NPC66083
Remote Similarity	0.6842	NPC128823
Remote Similarity	0.6839	NPC325013
Remote Similarity	0.6831	NPC28425
Remote Similarity	0.6813	NPC313737
Remote Similarity	0.6813	NPC285078
Remote Similarity	0.6813	NPC215747
Remote Similarity	0.6813	NPC192939
Remote Similarity	0.6813	NPC6854
Remote Similarity	0.6807	NPC247298
Remote Similarity	0.6792	NPC255550
Remote Similarity	0.6792	NPC308885
Remote Similarity	0.6786	NPC277857
Remote Similarity	0.6786	NPC115144
Remote Similarity	0.6776	NPC469829
Remote Similarity	0.6771	NPC214368
Remote Similarity	0.676	NPC312872
Remote Similarity	0.6758	NPC116096
Remote Similarity	0.6732	NPC263835
Remote Similarity	0.6726	NPC245974
Remote Similarity	0.6722	NPC288943
Remote Similarity	0.672	NPC242928
Remote Similarity	0.6709	NPC197680
Remote Similarity	0.6709	NPC101372
Remote Similarity	0.6709	NPC153990
Remote Similarity	0.6709	NPC259098
Remote Similarity	0.6707	NPC299583
Remote Similarity	0.6687	NPC114102
Remote Similarity	0.6687	NPC126637
Remote Similarity	0.6686	NPC72291
Remote Similarity	0.6686	NPC177404
Remote Similarity	0.6685	NPC257354
Remote Similarity	0.6685	NPC283152
Remote Similarity	0.6667	NPC255721
Remote Similarity	0.6667	NPC477838
Remote Similarity	0.6667	NPC477837
Remote Similarity	0.6667	NPC43275
Remote Similarity	0.6667	NPC155838
Remote Similarity	0.6646	NPC214869
Remote Similarity	0.6646	NPC204848
Remote Similarity	0.6646	NPC160607
Remote Similarity	0.6646	NPC274732
Remote Similarity	0.6646	NPC41473
Remote Similarity	0.6646	NPC301713
Remote Similarity	0.6646	NPC14600
Remote Similarity	0.6646	NPC312770
Remote Similarity	0.663	NPC473432
Remote Similarity	0.6628	NPC26872
Remote Similarity	0.6625	NPC35961
Remote Similarity	0.6625	NPC52029
Remote Similarity	0.6625	NPC195749
Remote Similarity	0.6613	NPC262725
Remote Similarity	0.6612	NPC478032
Remote Similarity	0.6611	NPC66573
Remote Similarity	0.6609	NPC26850
Remote Similarity	0.6604	NPC251571
Remote Similarity	0.6597	NPC108847
Remote Similarity	0.6597	NPC470023
Remote Similarity	0.6596	NPC296742
Remote Similarity	0.6582	NPC29477
Remote Similarity	0.6582	NPC473422
Remote Similarity	0.6579	NPC79293
Remote Similarity	0.6579	NPC279401
Remote Similarity	0.6578	NPC69213
Remote Similarity	0.6578	NPC180253
Remote Similarity	0.6578	NPC219170
Remote Similarity	0.6568	NPC313414
Remote Similarity	0.6562	NPC470021
Remote Similarity	0.6562	NPC314948
Remote Similarity	0.6562	NPC478049
Remote Similarity	0.6561	NPC475411
Remote Similarity	0.6561	NPC211218
Remote Similarity	0.6559	NPC276060
Remote Similarity	0.6558	NPC256369
Remote Similarity	0.6552	NPC56635
Remote Similarity	0.655	NPC470935
Remote Similarity	0.655	NPC471032
Remote Similarity	0.6545	NPC471316
Remote Similarity	0.6543	NPC97870
Remote Similarity	0.6543	NPC224293
Remote Similarity	0.6543	NPC247018
Remote Similarity	0.6543	NPC22928
Remote Similarity	0.6543	NPC217294
Remote Similarity	0.6543	NPC307123
Remote Similarity	0.6541	NPC469831
Remote Similarity	0.6541	NPC98197
Remote Similarity	0.6531	NPC159101
Remote Similarity	0.6529	NPC315829
Remote Similarity	0.6519	NPC62101
Remote Similarity	0.6519	NPC95733
Remote Similarity	0.6517	NPC70172
Remote Similarity	0.6508	NPC112676
Remote Similarity	0.65	NPC219664
Remote Similarity	0.65	NPC186898
Remote Similarity	0.6497	NPC470930
Remote Similarity	0.6497	NPC216816
Remote Similarity	0.6494	NPC275027
Remote Similarity	0.6494	NPC18614
Remote Similarity	0.649	NPC1986
Remote Similarity	0.649	NPC474544
Remote Similarity	0.6486	NPC206201
Remote Similarity	0.6486	NPC474798
Remote Similarity	0.6484	NPC95412
Remote Similarity	0.6481	NPC476570
Remote Similarity	0.648	NPC311357
Remote Similarity	0.6477	NPC301163
Remote Similarity	0.6474	NPC469390
Remote Similarity	0.6474	NPC83279
Remote Similarity	0.6471	NPC154256
Remote Similarity	0.6471	NPC5462
Remote Similarity	0.6471	NPC290470
Remote Similarity	0.6467	NPC472331
Remote Similarity	0.6467	NPC126515
Remote Similarity	0.6467	NPC274002
Remote Similarity	0.6464	NPC83241
Remote Similarity	0.6457	NPC315257
Remote Similarity	0.6455	NPC110741
Remote Similarity	0.6453	NPC66191
Remote Similarity	0.6453	NPC316297
Remote Similarity	0.6453	NPC314817
Remote Similarity	0.6452	NPC176127
Remote Similarity	0.645	NPC209769
Remote Similarity	0.645	NPC260601
Remote Similarity	0.645	NPC178466
Remote Similarity	0.645	NPC63628
Remote Similarity	0.6447	NPC475774
Remote Similarity	0.6447	NPC118202
Remote Similarity	0.6446	NPC193528
Remote Similarity	0.6442	NPC470392
Remote Similarity	0.6437	NPC52475
Remote Similarity	0.6436	NPC204385
Remote Similarity	0.6436	NPC61350
Remote Similarity	0.6436	NPC203168
Remote Similarity	0.6433	NPC132771
Remote Similarity	0.6429	NPC195814
Remote Similarity	0.6425	NPC50380
Remote Similarity	0.6425	NPC179250
Remote Similarity	0.6417	NPC477392
Remote Similarity	0.6417	NPC315934
Remote Similarity	0.6416	NPC40209
Remote Similarity	0.6409	NPC90984
Remote Similarity	0.6406	NPC203972
Remote Similarity	0.6406	NPC475190
Remote Similarity	0.6404	NPC69360
Remote Similarity	0.6402	NPC232872
Remote Similarity	0.6402	NPC169766

Drug Structure

NPD980 OpenBabel08201723592D 21 23 0 0 1 0 0 0 0 0999 V2000 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 7 1 0 0 0 0 4 11 1 0 0 0 0 5 8 2 0 0 0 0 5 10 1 0 0 0 0 6 12 1 0 0 0 0 6 19 1 0 0 0 0 7 13 1 0 0 0 0 8 13 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 15 16 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008616
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	259.10
ALogP	-0.2951
MLogP	2.23
XLogP	2.112
HDA	5
HBD	2
Rotatable Bonds	4
TPSA	86.77
RO5 Violation	0