NPASS drugs

Drug Information

Drug ID:	NPD3237
Drug Name:
Molecular Formula:	C19H14F3N3O3
Canonical SMILES:	N#Cc1ccc(cc1)OC[C@](C(=Nc1ccc(c(c1)C(F)(F)F)C#N)O)(O)C
Standard InCHI:	InChI=1S/C19H14F3N3O3/c1-18(27,11-28-15-6-2-12(9-23)3-7-15)17(26)25-14-5-4-13(10-24)16(8-14)19(20,21)22/h2-8,27H,11H2,1H3,(H,25,26)/t18-/m1/s1
Standard InCHIKey:	JNGVJMBLXIUVRD-GOSISDBHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3237

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	203
0.1-0.2	1315
0.2-0.3	6828
0.3-0.4	5995
0.4-0.5	6489
0.5-0.6	9405
0.6-0.7	635
0.7-0.8	20
0.8-0.85	0
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	0.7561	NPC10875
Intermediate Similarity	0.7561	NPC10730
Intermediate Similarity	0.7485	NPC219383
Intermediate Similarity	0.7299	NPC168153
Intermediate Similarity	0.7296	NPC314113
Intermediate Similarity	0.7207	NPC313886
Intermediate Similarity	0.7119	NPC316161
Intermediate Similarity	0.7118	NPC235628
Intermediate Similarity	0.7105	NPC315632
Intermediate Similarity	0.7095	NPC311936
Intermediate Similarity	0.7079	NPC265383
Intermediate Similarity	0.7076	NPC57105
Intermediate Similarity	0.7067	NPC263835
Intermediate Similarity	0.7056	NPC119579
Intermediate Similarity	0.7039	NPC260118
Intermediate Similarity	0.7018	NPC231862
Intermediate Similarity	0.7017	NPC28425
Intermediate Similarity	0.7006	NPC313466
Intermediate Similarity	0.7	NPC215747
Intermediate Similarity	0.7	NPC192939
Remote Similarity	0.6994	NPC204179
Remote Similarity	0.6975	NPC83289
Remote Similarity	0.6975	NPC212850
Remote Similarity	0.6975	NPC189724
Remote Similarity	0.6962	NPC471953
Remote Similarity	0.694	NPC219170
Remote Similarity	0.694	NPC180253
Remote Similarity	0.6923	NPC276060
Remote Similarity	0.6919	NPC306366
Remote Similarity	0.6908	NPC83279
Remote Similarity	0.6902	NPC22928
Remote Similarity	0.6887	NPC43275
Remote Similarity	0.6887	NPC256369
Remote Similarity	0.6867	NPC323948
Remote Similarity	0.6864	NPC184161
Remote Similarity	0.6857	NPC314861
Remote Similarity	0.6857	NPC19555
Remote Similarity	0.6842	NPC41801
Remote Similarity	0.6835	NPC473987
Remote Similarity	0.6824	NPC264782
Remote Similarity	0.6818	NPC471314
Remote Similarity	0.6818	NPC471315
Remote Similarity	0.6807	NPC247298
Remote Similarity	0.6788	NPC159101
Remote Similarity	0.6774	NPC296742
Remote Similarity	0.6766	NPC313414
Remote Similarity	0.6763	NPC291359
Remote Similarity	0.6757	NPC69213
Remote Similarity	0.6744	NPC315257
Remote Similarity	0.6726	NPC245974
Remote Similarity	0.672	NPC224293
Remote Similarity	0.6702	NPC294244
Remote Similarity	0.6689	NPC258992
Remote Similarity	0.6688	NPC29477
Remote Similarity	0.6687	NPC114102
Remote Similarity	0.6684	NPC112676
Remote Similarity	0.6667	NPC155838
Remote Similarity	0.6646	NPC93882
Remote Similarity	0.6646	NPC130595
Remote Similarity	0.6646	NPC274732
Remote Similarity	0.6632	NPC29472
Remote Similarity	0.6625	NPC35961
Remote Similarity	0.6625	NPC52029
Remote Similarity	0.6625	NPC195749
Remote Similarity	0.6624	NPC95733
Remote Similarity	0.6624	NPC62101
Remote Similarity	0.6624	NPC325013
Remote Similarity	0.6623	NPC303370
Remote Similarity	0.6623	NPC53596
Remote Similarity	0.6623	NPC17388
Remote Similarity	0.6623	NPC289330
Remote Similarity	0.6623	NPC160120
Remote Similarity	0.6623	NPC471308
Remote Similarity	0.6613	NPC276674
Remote Similarity	0.6613	NPC33902
Remote Similarity	0.6606	NPC36434
Remote Similarity	0.6605	NPC6854
Remote Similarity	0.6605	NPC313737
Remote Similarity	0.6605	NPC285078
Remote Similarity	0.6604	NPC197680
Remote Similarity	0.6604	NPC198798
Remote Similarity	0.6604	NPC259098
Remote Similarity	0.6604	NPC251571
Remote Similarity	0.6592	NPC257354
Remote Similarity	0.6585	NPC126637
Remote Similarity	0.6584	NPC308885
Remote Similarity	0.6584	NPC255550
Remote Similarity	0.6568	NPC5462
Remote Similarity	0.6568	NPC473769
Remote Similarity	0.6566	NPC298821
Remote Similarity	0.6564	NPC218530
Remote Similarity	0.6562	NPC314948
Remote Similarity	0.6562	NPC478049
Remote Similarity	0.6561	NPC328267
Remote Similarity	0.6561	NPC211218
Remote Similarity	0.6556	NPC310894
Remote Similarity	0.6552	NPC56635
Remote Similarity	0.6543	NPC214869
Remote Similarity	0.6541	NPC301713
Remote Similarity	0.6532	NPC52475
Remote Similarity	0.6527	NPC123761
Remote Similarity	0.6516	NPC321133
Remote Similarity	0.6513	NPC37302
Remote Similarity	0.651	NPC46844
Remote Similarity	0.6509	NPC136951
Remote Similarity	0.6509	NPC161155
Remote Similarity	0.6509	NPC97004
Remote Similarity	0.6503	NPC169766
Remote Similarity	0.6503	NPC285941
Remote Similarity	0.6503	NPC297584
Remote Similarity	0.65	NPC186898
Remote Similarity	0.65	NPC101372
Remote Similarity	0.6494	NPC18614
Remote Similarity	0.6491	NPC115144
Remote Similarity	0.6491	NPC277857
Remote Similarity	0.6485	NPC166667
Remote Similarity	0.6471	NPC97282
Remote Similarity	0.6455	NPC320088
Remote Similarity	0.6453	NPC471032
Remote Similarity	0.6453	NPC470935
Remote Similarity	0.6452	NPC163036
Remote Similarity	0.645	NPC178466
Remote Similarity	0.645	NPC63628
Remote Similarity	0.6446	NPC312770
Remote Similarity	0.6446	NPC160607
Remote Similarity	0.6446	NPC204848
Remote Similarity	0.6446	NPC14600
Remote Similarity	0.6446	NPC41473
Remote Similarity	0.6442	NPC247018
Remote Similarity	0.6442	NPC307123
Remote Similarity	0.6442	NPC97870
Remote Similarity	0.6442	NPC470392
Remote Similarity	0.6437	NPC127402
Remote Similarity	0.6433	NPC132771
Remote Similarity	0.6429	NPC195814
Remote Similarity	0.6416	NPC139699
Remote Similarity	0.6416	NPC114659
Remote Similarity	0.6416	NPC258222
Remote Similarity	0.6413	NPC315631
Remote Similarity	0.6413	NPC228040
Remote Similarity	0.6413	NPC283152
Remote Similarity	0.6409	NPC477888
Remote Similarity	0.6407	NPC296898
Remote Similarity	0.6407	NPC299583
Remote Similarity	0.6404	NPC329837
Remote Similarity	0.64	NPC275027
Remote Similarity	0.6398	NPC153990
Remote Similarity	0.6396	NPC311357
Remote Similarity	0.6395	NPC470393
Remote Similarity	0.6395	NPC321505
Remote Similarity	0.6395	NPC179825
Remote Similarity	0.6395	NPC191376
Remote Similarity	0.6391	NPC100478
Remote Similarity	0.6391	NPC222039
Remote Similarity	0.6387	NPC475411
Remote Similarity	0.6378	NPC25897
Remote Similarity	0.6376	NPC146530
Remote Similarity	0.6374	NPC185838
Remote Similarity	0.6369	NPC477837
Remote Similarity	0.6369	NPC477838
Remote Similarity	0.6364	NPC303993
Remote Similarity	0.6364	NPC112766
Remote Similarity	0.6358	NPC476571
Remote Similarity	0.6358	NPC135538
Remote Similarity	0.6358	NPC24233
Remote Similarity	0.6358	NPC147390
Remote Similarity	0.6358	NPC166837
Remote Similarity	0.6358	NPC428
Remote Similarity	0.6358	NPC246587
Remote Similarity	0.6333	NPC179250
Remote Similarity	0.6333	NPC50380
Remote Similarity	0.6333	NPC474272
Remote Similarity	0.6333	NPC24954
Remote Similarity	0.6331	NPC474128
Remote Similarity	0.6328	NPC107602
Remote Similarity	0.6327	NPC38079
Remote Similarity	0.6327	NPC108875
Remote Similarity	0.6325	NPC237227
Remote Similarity	0.6324	NPC9475
Remote Similarity	0.6322	NPC477565
Remote Similarity	0.6322	NPC103379
Remote Similarity	0.6319	NPC68328
Remote Similarity	0.6316	NPC473874
Remote Similarity	0.6313	NPC72291
Remote Similarity	0.6312	NPC114901
Remote Similarity	0.6312	NPC293701
Remote Similarity	0.6312	NPC48990
Remote Similarity	0.631	NPC190461
Remote Similarity	0.6309	NPC194034
Remote Similarity	0.6304	NPC312872
Remote Similarity	0.6302	NPC469390
Remote Similarity	0.6301	NPC476151
Remote Similarity	0.6298	NPC127362
Remote Similarity	0.6296	NPC249405
Remote Similarity	0.6296	NPC172403
Remote Similarity	0.629	NPC274002
Remote Similarity	0.629	NPC126515
Remote Similarity	0.629	NPC472331
Remote Similarity	0.6289	NPC71090
Remote Similarity	0.6287	NPC167944

Drug Structure

NPD3237 OpenBabel08211703112D 30 31 0 0 1 0 0 0 0 0999 V2000 5.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -1.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 9.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1340 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 6 1 0 0 0 0 2 12 2 0 0 0 0 3 7 2 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 14 2 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 23 3 0 0 0 0 10 13 1 0 0 0 0 10 24 3 0 0 0 0 11 18 1 0 0 0 0 11 28 1 0 0 0 0 13 16 2 0 0 0 0 14 25 1 0 0 0 0 15 28 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 25 2 3 0 0 0 17 26 1 0 0 0 0 18 1 1 1 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001601
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25226380
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.10
ALogP	0.6377
MLogP	2.56
XLogP	3.757
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	109.63
RO5 Violation	0