NPASS drugs

Drug Information

Drug ID:	NPD6153
Drug Name:
Molecular Formula:	C25H22BrF3N4O4S
Canonical SMILES:	CCc1nc(c(n1Cc1ccc2c(c1)c(Br)c(o2)c1ccccc1NS(=O)(=O)C(F)(F)F)C(=N)O)C1CC1
Standard InCHI:	InChI=1S/C25H22BrF3N4O4S/c1-2-19-31-21(14-8-9-14)22(24(30)34)33(19)12-13-7-10-18-16(11-13)20(26)23(37-18)15-5-3-4-6-17(15)32-38(35,36)25(27,28)29/h3-7,10-11,14,32H,2,8-9,12H2,1H3,(H2,30,34)
Standard InCHIKey:	DUEWVPTZCSAMNB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6153

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	508
0.1-0.2	3293
0.2-0.3	9502
0.3-0.4	6628
0.4-0.5	8731
0.5-0.6	1871
0.6-0.7	355
0.7-0.8	2
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	0.7256	NPC77101
Intermediate Similarity	0.7033	NPC63109
Remote Similarity	0.695	NPC471615
Remote Similarity	0.6897	NPC187145
Remote Similarity	0.6884	NPC74619
Remote Similarity	0.6811	NPC242923
Remote Similarity	0.6787	NPC258048
Remote Similarity	0.6752	NPC165964
Remote Similarity	0.6742	NPC471762
Remote Similarity	0.6729	NPC101350
Remote Similarity	0.6691	NPC235685
Remote Similarity	0.6679	NPC194740
Remote Similarity	0.6667	NPC67401
Remote Similarity	0.6655	NPC91868
Remote Similarity	0.6655	NPC63971
Remote Similarity	0.6654	NPC473187
Remote Similarity	0.6643	NPC216369
Remote Similarity	0.6642	NPC284888
Remote Similarity	0.6629	NPC160666
Remote Similarity	0.6619	NPC244543
Remote Similarity	0.6617	NPC66777
Remote Similarity	0.6613	NPC280638
Remote Similarity	0.6604	NPC279189
Remote Similarity	0.6604	NPC200553
Remote Similarity	0.6603	NPC323969
Remote Similarity	0.6592	NPC115595
Remote Similarity	0.6591	NPC122436
Remote Similarity	0.658	NPC329631
Remote Similarity	0.6579	NPC118559
Remote Similarity	0.6579	NPC304307
Remote Similarity	0.6579	NPC124920
Remote Similarity	0.6579	NPC34580
Remote Similarity	0.6577	NPC62995
Remote Similarity	0.657	NPC51854
Remote Similarity	0.6567	NPC260434
Remote Similarity	0.6565	NPC308906
Remote Similarity	0.6554	NPC100547
Remote Similarity	0.6546	NPC179896
Remote Similarity	0.654	NPC150239
Remote Similarity	0.6534	NPC9729
Remote Similarity	0.6531	NPC162002
Remote Similarity	0.653	NPC223409
Remote Similarity	0.653	NPC322135
Remote Similarity	0.653	NPC95240
Remote Similarity	0.6517	NPC157931
Remote Similarity	0.6517	NPC261251
Remote Similarity	0.6513	NPC74969
Remote Similarity	0.6511	NPC472066
Remote Similarity	0.6511	NPC472067
Remote Similarity	0.6511	NPC472031
Remote Similarity	0.6506	NPC14288
Remote Similarity	0.6494	NPC39370
Remote Similarity	0.6494	NPC245055
Remote Similarity	0.6494	NPC174489
Remote Similarity	0.6494	NPC33064
Remote Similarity	0.6486	NPC87413
Remote Similarity	0.6481	NPC54803
Remote Similarity	0.6481	NPC321592
Remote Similarity	0.6481	NPC473186
Remote Similarity	0.6479	NPC214142
Remote Similarity	0.6477	NPC174760
Remote Similarity	0.6473	NPC171393
Remote Similarity	0.6473	NPC295452
Remote Similarity	0.6464	NPC303658
Remote Similarity	0.6464	NPC247803
Remote Similarity	0.6454	NPC53534
Remote Similarity	0.6453	NPC198503
Remote Similarity	0.645	NPC322064
Remote Similarity	0.6449	NPC477806
Remote Similarity	0.6449	NPC477805
Remote Similarity	0.6449	NPC477796
Remote Similarity	0.6449	NPC477795
Remote Similarity	0.6447	NPC26641
Remote Similarity	0.6439	NPC48317
Remote Similarity	0.6434	NPC152620
Remote Similarity	0.6429	NPC181081
Remote Similarity	0.6429	NPC220851
Remote Similarity	0.6426	NPC78609
Remote Similarity	0.6421	NPC328924
Remote Similarity	0.6421	NPC102593
Remote Similarity	0.6421	NPC196718
Remote Similarity	0.6418	NPC303374
Remote Similarity	0.6412	NPC50562
Remote Similarity	0.6401	NPC117980
Remote Similarity	0.64	NPC37152
Remote Similarity	0.6394	NPC473185
Remote Similarity	0.6394	NPC323244
Remote Similarity	0.6394	NPC257851
Remote Similarity	0.6388	NPC67658
Remote Similarity	0.6385	NPC113369
Remote Similarity	0.6381	NPC179287
Remote Similarity	0.6374	NPC97902
Remote Similarity	0.637	NPC237978
Remote Similarity	0.6367	NPC208522
Remote Similarity	0.6364	NPC27041
Remote Similarity	0.6364	NPC82472
Remote Similarity	0.6364	NPC169402
Remote Similarity	0.635	NPC272549
Remote Similarity	0.6336	NPC310211
Remote Similarity	0.6336	NPC308137
Remote Similarity	0.6336	NPC264176
Remote Similarity	0.6336	NPC471603
Remote Similarity	0.6332	NPC4687
Remote Similarity	0.6332	NPC249583
Remote Similarity	0.633	NPC60621
Remote Similarity	0.6327	NPC6786
Remote Similarity	0.6321	NPC472068
Remote Similarity	0.632	NPC35761
Remote Similarity	0.6316	NPC168209
Remote Similarity	0.6316	NPC475746
Remote Similarity	0.6314	NPC208898
Remote Similarity	0.6312	NPC473188
Remote Similarity	0.631	NPC274640
Remote Similarity	0.631	NPC156003
Remote Similarity	0.6308	NPC39679
Remote Similarity	0.6308	NPC81939
Remote Similarity	0.6306	NPC243633
Remote Similarity	0.6306	NPC175150
Remote Similarity	0.6306	NPC46970
Remote Similarity	0.6304	NPC131486
Remote Similarity	0.6302	NPC223189
Remote Similarity	0.63	NPC935
Remote Similarity	0.63	NPC267078
Remote Similarity	0.6296	NPC2497
Remote Similarity	0.6292	NPC276657
Remote Similarity	0.629	NPC471536
Remote Similarity	0.6288	NPC116238
Remote Similarity	0.6286	NPC475666
Remote Similarity	0.6286	NPC469734
Remote Similarity	0.6286	NPC178858
Remote Similarity	0.6278	NPC248601
Remote Similarity	0.6278	NPC184408
Remote Similarity	0.6277	NPC474357
Remote Similarity	0.6264	NPC3207
Remote Similarity	0.6264	NPC152768
Remote Similarity	0.6264	NPC148183
Remote Similarity	0.6264	NPC475253
Remote Similarity	0.6263	NPC132385
Remote Similarity	0.6259	NPC148889
Remote Similarity	0.6255	NPC208084
Remote Similarity	0.6255	NPC136924
Remote Similarity	0.6255	NPC250178
Remote Similarity	0.6255	NPC182222
Remote Similarity	0.6241	NPC207686
Remote Similarity	0.624	NPC475112
Remote Similarity	0.624	NPC291535
Remote Similarity	0.624	NPC475085
Remote Similarity	0.6237	NPC150447
Remote Similarity	0.6236	NPC146418
Remote Similarity	0.6236	NPC23294
Remote Similarity	0.6233	NPC477633
Remote Similarity	0.6231	NPC477533
Remote Similarity	0.6231	NPC472099
Remote Similarity	0.6224	NPC478083
Remote Similarity	0.6222	NPC229893
Remote Similarity	0.622	NPC227824
Remote Similarity	0.6217	NPC46561
Remote Similarity	0.6217	NPC473041
Remote Similarity	0.6217	NPC467439
Remote Similarity	0.6209	NPC473183
Remote Similarity	0.6209	NPC15801
Remote Similarity	0.6208	NPC280799
Remote Similarity	0.6208	NPC477532
Remote Similarity	0.6207	NPC243850
Remote Similarity	0.6207	NPC472538
Remote Similarity	0.6207	NPC471155
Remote Similarity	0.6207	NPC470786
Remote Similarity	0.6206	NPC161801
Remote Similarity	0.6204	NPC470323
Remote Similarity	0.6203	NPC170114
Remote Similarity	0.6198	NPC303951
Remote Similarity	0.6196	NPC473184
Remote Similarity	0.6194	NPC315499
Remote Similarity	0.6194	NPC473179
Remote Similarity	0.6187	NPC470784
Remote Similarity	0.6187	NPC30540
Remote Similarity	0.6185	NPC144452
Remote Similarity	0.6185	NPC16352
Remote Similarity	0.6183	NPC270241
Remote Similarity	0.6182	NPC49547
Remote Similarity	0.6182	NPC132329
Remote Similarity	0.618	NPC471197
Remote Similarity	0.618	NPC312645
Remote Similarity	0.618	NPC305984
Remote Similarity	0.6179	NPC39092
Remote Similarity	0.6176	NPC319232
Remote Similarity	0.6176	NPC24370
Remote Similarity	0.6175	NPC189079
Remote Similarity	0.6172	NPC70956
Remote Similarity	0.6172	NPC243834
Remote Similarity	0.6171	NPC132642
Remote Similarity	0.6171	NPC225279
Remote Similarity	0.6169	NPC472287
Remote Similarity	0.6169	NPC472286
Remote Similarity	0.6169	NPC207620
Remote Similarity	0.6169	NPC225400
Remote Similarity	0.6165	NPC50511
Remote Similarity	0.6165	NPC470549
Remote Similarity	0.6162	NPC51388
Remote Similarity	0.616	NPC469589

Drug Structure

NPD6153 OpenBabel08211709092D 41 45 0 0 0 0 0 0 0 0999 V2000 5.0306 -3.4313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3614 -4.1744 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 -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 3.0827 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4251 -7.1268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8373 -7.9358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5827 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -5.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0827 -5.9345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5827 -5.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4305 -7.0223 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 1.0827 -4.2024 0.0000 C 0 0 0 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 1.5827 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6705 -5.1255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6215 -6.4345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6705 -6.7435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3614 -7.6946 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 -0.6386 -4.6637 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 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 3.3833 -7.9025 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6215 -5.4345 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0827 -5.9345 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0306 -8.4377 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -2.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.0743 -8.8535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0087 -8.2298 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 15 2 0 0 0 0 6 17 2 0 0 0 0 7 10 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 14 1 0 0 0 0 10 18 1 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 33 1 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 15 23 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 32 1 0 0 0 0 18 37 1 0 0 0 0 19 31 2 0 0 0 0 19 33 1 0 0 0 0 20 23 2 0 0 0 0 20 26 1 0 0 0 0 21 22 2 0 0 0 0 21 31 1 0 0 0 0 22 24 1 0 0 0 0 22 33 1 0 0 0 0 23 37 1 0 0 0 0 24 30 2 0 0 0 0 24 34 1 0 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 25 29 1 0 0 0 0 25 38 1 0 0 0 0 30 39 1 0 0 0 0 32 38 1 0 0 0 0 32 40 1 0 0 0 0 34 41 1 0 0 0 0 35 38 2 0 0 0 0 36 38 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001257
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60921
ChEBI
CAS Number

Drug Properties

Molecular Weight	610.05
ALogP	1.9484
MLogP	2.78
XLogP	6.727
HDA	7
HBD	3
Rotatable Bonds	15
TPSA	129.59
RO5 Violation	1