NPASS drugs

Drug Information

Drug ID:	NPD3755
Drug Name:
Molecular Formula:	C20H13F2N3O2
Canonical SMILES:	Fc1ccc(cc1)Nc1cc2C(=O)N=C(c2cc1Nc1ccc(cc1)F)O
Standard InCHI:	InChI=1S/C20H13F2N3O2/c21-11-1-5-13(6-2-11)23-17-9-15-16(20(27)25-19(15)26)10-18(17)24-14-7-3-12(22)4-8-14/h1-10,23-24H,(H,25,26,27)
Standard InCHIKey:	RONQPWQYDRPRGG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3755

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	290
0.1-0.2	1833
0.2-0.3	8238
0.3-0.4	8483
0.4-0.5	9094
0.5-0.6	2616
0.6-0.7	319
0.7-0.8	17
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	0.7887	NPC31700
Intermediate Similarity	0.7598	NPC471743
Intermediate Similarity	0.7541	NPC471742
Intermediate Similarity	0.7455	NPC242933
Intermediate Similarity	0.7412	NPC237649
Intermediate Similarity	0.7412	NPC300596
Intermediate Similarity	0.7391	NPC470317
Intermediate Similarity	0.7356	NPC472844
Intermediate Similarity	0.7286	NPC132329
Intermediate Similarity	0.7263	NPC182131
Intermediate Similarity	0.7158	NPC313293
Intermediate Similarity	0.7135	NPC27904
Intermediate Similarity	0.7112	NPC243058
Intermediate Similarity	0.7081	NPC219848
Intermediate Similarity	0.7059	NPC472241
Intermediate Similarity	0.7043	NPC256268
Intermediate Similarity	0.7	NPC90415
Remote Similarity	0.6984	NPC203635
Remote Similarity	0.697	NPC314098
Remote Similarity	0.6955	NPC160898
Remote Similarity	0.695	NPC314648
Remote Similarity	0.6941	NPC472243
Remote Similarity	0.6936	NPC472242
Remote Similarity	0.6906	NPC88970
Remote Similarity	0.6892	NPC107836
Remote Similarity	0.6871	NPC205946
Remote Similarity	0.6862	NPC474041
Remote Similarity	0.6853	NPC141454
Remote Similarity	0.6845	NPC471741
Remote Similarity	0.6839	NPC221873
Remote Similarity	0.6837	NPC195314
Remote Similarity	0.6832	NPC313796
Remote Similarity	0.6832	NPC313345
Remote Similarity	0.6832	NPC314855
Remote Similarity	0.6832	NPC315638
Remote Similarity	0.6831	NPC471130
Remote Similarity	0.6829	NPC9894
Remote Similarity	0.6818	NPC131887
Remote Similarity	0.68	NPC471944
Remote Similarity	0.6798	NPC315545
Remote Similarity	0.6798	NPC314297
Remote Similarity	0.6791	NPC475594
Remote Similarity	0.6788	NPC473815
Remote Similarity	0.677	NPC150323
Remote Similarity	0.6755	NPC475607
Remote Similarity	0.6736	NPC160381
Remote Similarity	0.6721	NPC476231
Remote Similarity	0.672	NPC474081
Remote Similarity	0.6699	NPC314834
Remote Similarity	0.6684	NPC475761
Remote Similarity	0.6684	NPC318183
Remote Similarity	0.6683	NPC476073
Remote Similarity	0.665	NPC165599
Remote Similarity	0.6646	NPC229353
Remote Similarity	0.6634	NPC244741
Remote Similarity	0.6607	NPC472245
Remote Similarity	0.6606	NPC192533
Remote Similarity	0.6595	NPC189116
Remote Similarity	0.6592	NPC288445
Remote Similarity	0.6588	NPC293151
Remote Similarity	0.6571	NPC298449
Remote Similarity	0.6553	NPC270918
Remote Similarity	0.655	NPC184437
Remote Similarity	0.655	NPC253476
Remote Similarity	0.6548	NPC83111
Remote Similarity	0.6548	NPC150863
Remote Similarity	0.6533	NPC45850
Remote Similarity	0.6531	NPC206186
Remote Similarity	0.6526	NPC303225
Remote Similarity	0.6526	NPC328611
Remote Similarity	0.6513	NPC49184
Remote Similarity	0.6508	NPC292265
Remote Similarity	0.6507	NPC294375
Remote Similarity	0.6481	NPC51388
Remote Similarity	0.648	NPC254798
Remote Similarity	0.6473	NPC222561
Remote Similarity	0.6473	NPC283117
Remote Similarity	0.6459	NPC303951
Remote Similarity	0.6458	NPC14849
Remote Similarity	0.6452	NPC199737
Remote Similarity	0.6445	NPC89508
Remote Similarity	0.6445	NPC250448
Remote Similarity	0.6442	NPC39679
Remote Similarity	0.6442	NPC210828
Remote Similarity	0.6442	NPC86834
Remote Similarity	0.644	NPC470548
Remote Similarity	0.6432	NPC36495
Remote Similarity	0.6432	NPC312645
Remote Similarity	0.6429	NPC23294
Remote Similarity	0.6425	NPC147298
Remote Similarity	0.6425	NPC146370
Remote Similarity	0.6425	NPC478039
Remote Similarity	0.6425	NPC131450
Remote Similarity	0.6425	NPC182057
Remote Similarity	0.642	NPC43477
Remote Similarity	0.642	NPC2823
Remote Similarity	0.6417	NPC476118
Remote Similarity	0.6414	NPC18890
Remote Similarity	0.6412	NPC280807
Remote Similarity	0.6412	NPC314431
Remote Similarity	0.6409	NPC144691
Remote Similarity	0.6407	NPC317758
Remote Similarity	0.6406	NPC229893
Remote Similarity	0.6402	NPC264285
Remote Similarity	0.6398	NPC294620
Remote Similarity	0.6396	NPC150308
Remote Similarity	0.6394	NPC471155
Remote Similarity	0.6387	NPC177261
Remote Similarity	0.6385	NPC322064
Remote Similarity	0.638	NPC474701
Remote Similarity	0.6369	NPC474926
Remote Similarity	0.6364	NPC100573
Remote Similarity	0.6364	NPC207873
Remote Similarity	0.6364	NPC90185
Remote Similarity	0.6364	NPC472121
Remote Similarity	0.6364	NPC270241
Remote Similarity	0.6359	NPC57398
Remote Similarity	0.6354	NPC248862
Remote Similarity	0.6351	NPC87413
Remote Similarity	0.635	NPC92803
Remote Similarity	0.6346	NPC225400
Remote Similarity	0.6338	NPC118228
Remote Similarity	0.6337	NPC202812
Remote Similarity	0.6335	NPC126676
Remote Similarity	0.6335	NPC469671
Remote Similarity	0.6332	NPC183805
Remote Similarity	0.6329	NPC1203
Remote Similarity	0.6324	NPC474916
Remote Similarity	0.6321	NPC84347
Remote Similarity	0.6319	NPC147957
Remote Similarity	0.6316	NPC472538
Remote Similarity	0.6316	NPC470786
Remote Similarity	0.6313	NPC194040
Remote Similarity	0.6313	NPC280799
Remote Similarity	0.6313	NPC136002
Remote Similarity	0.631	NPC322644
Remote Similarity	0.6308	NPC475685
Remote Similarity	0.6304	NPC295021
Remote Similarity	0.63	NPC471196
Remote Similarity	0.63	NPC471195
Remote Similarity	0.6298	NPC132539
Remote Similarity	0.629	NPC274640
Remote Similarity	0.6284	NPC16352
Remote Similarity	0.6283	NPC471778
Remote Similarity	0.6281	NPC278434
Remote Similarity	0.6274	NPC82370
Remote Similarity	0.6268	NPC300156
Remote Similarity	0.6268	NPC45190
Remote Similarity	0.6263	NPC278887
Remote Similarity	0.625	NPC474814
Remote Similarity	0.625	NPC287358
Remote Similarity	0.625	NPC112336
Remote Similarity	0.625	NPC184408
Remote Similarity	0.6244	NPC67288
Remote Similarity	0.6244	NPC471785
Remote Similarity	0.6244	NPC470205
Remote Similarity	0.6243	NPC204867
Remote Similarity	0.6239	NPC6786
Remote Similarity	0.6236	NPC471164
Remote Similarity	0.6235	NPC314278
Remote Similarity	0.6233	NPC3207
Remote Similarity	0.6231	NPC62749
Remote Similarity	0.623	NPC470971
Remote Similarity	0.6225	NPC472540
Remote Similarity	0.6225	NPC472539
Remote Similarity	0.6225	NPC470787
Remote Similarity	0.6215	NPC319645
Remote Similarity	0.6215	NPC315224
Remote Similarity	0.621	NPC220851
Remote Similarity	0.621	NPC144452
Remote Similarity	0.6209	NPC315829
Remote Similarity	0.6205	NPC226143
Remote Similarity	0.6205	NPC111275
Remote Similarity	0.6203	NPC153694
Remote Similarity	0.6203	NPC76982
Remote Similarity	0.6203	NPC211525
Remote Similarity	0.6202	NPC471436
Remote Similarity	0.6199	NPC470018
Remote Similarity	0.6198	NPC472118
Remote Similarity	0.6195	NPC472542
Remote Similarity	0.6195	NPC316282
Remote Similarity	0.6195	NPC472541
Remote Similarity	0.6194	NPC45048
Remote Similarity	0.6193	NPC150239
Remote Similarity	0.6193	NPC225279
Remote Similarity	0.6193	NPC276657
Remote Similarity	0.619	NPC471191
Remote Similarity	0.619	NPC268534
Remote Similarity	0.6184	NPC472207
Remote Similarity	0.6176	NPC470343
Remote Similarity	0.6176	NPC472244
Remote Similarity	0.6175	NPC247803
Remote Similarity	0.6172	NPC134848
Remote Similarity	0.617	NPC103250
Remote Similarity	0.6169	NPC246700
Remote Similarity	0.6169	NPC477998
Remote Similarity	0.6168	NPC130931
Remote Similarity	0.6168	NPC244856
Remote Similarity	0.6165	NPC102008
Remote Similarity	0.6164	NPC434

Drug Structure

NPD3755 OpenBabel08211704332D 30 33 0 0 0 0 0 0 0 0999 V2000 1.3956 -4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 -6.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 -4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -5.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3956 -5.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2617 -6.0827 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.3986 -1.0827 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -4.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -3.0827 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 1.3849 -1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 0.6386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -4.5827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -4.0827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0540 -0.3783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 11 2 0 0 0 0 2 6 2 0 0 0 0 2 11 1 0 0 0 0 3 7 1 0 0 0 0 3 12 2 0 0 0 0 4 8 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 20 25 1 0 0 0 0 20 27 2 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003638
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6711154
ChEBI
CAS Number

Drug Properties

Molecular Weight	365.10
ALogP	-0.7327
MLogP	2.89
XLogP	4.97
HDA	5
HBD	3
Rotatable Bonds	7
TPSA	73.72
RO5 Violation	0