NPASS drugs

Drug Information

Drug ID:	NPD5410
Drug Name:	678248
Molecular Formula:	C23H17Cl2N3O5S
Canonical SMILES:	N#Cc1cc(Cl)cc(c1)C(=O)c1cc(Cl)ccc1OCC(=O)Nc1ccc(cc1C)S(=O)(=O)N
Standard InCHI:	InChI=1S/C23H17Cl2N3O5S/c1-13-6-18(34(27,31)32)3-4-20(13)28-22(29)12-33-21-5-2-16(24)10-19(21)23(30)15-7-14(11-26)8-17(25)9-15/h2-10H,12H2,1H3,(H,28,29)(H2,27,31,32)
Standard InCHIKey:	BTOMIMSUTLPSHA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5410

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	361
0.1-0.2	2617
0.2-0.3	9189
0.3-0.4	3808
0.4-0.5	11539
0.5-0.6	3330
0.6-0.7	46
0.7-0.8	0
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
Remote Similarity	0.6578	NPC241263
Remote Similarity	0.6449	NPC73280
Remote Similarity	0.6415	NPC471652
Remote Similarity	0.6348	NPC288759
Remote Similarity	0.6316	NPC234933
Remote Similarity	0.6309	NPC222561
Remote Similarity	0.6293	NPC313112
Remote Similarity	0.6293	NPC301292
Remote Similarity	0.6273	NPC472163
Remote Similarity	0.624	NPC329830
Remote Similarity	0.6229	NPC25961
Remote Similarity	0.6227	NPC283810
Remote Similarity	0.6226	NPC93653
Remote Similarity	0.617	NPC477999
Remote Similarity	0.617	NPC198160
Remote Similarity	0.615	NPC45389
Remote Similarity	0.614	NPC471825
Remote Similarity	0.6137	NPC15987
Remote Similarity	0.6134	NPC218303
Remote Similarity	0.6125	NPC176113
Remote Similarity	0.6125	NPC298449
Remote Similarity	0.6123	NPC1820
Remote Similarity	0.6109	NPC116178
Remote Similarity	0.6107	NPC198503
Remote Similarity	0.6104	NPC112937
Remote Similarity	0.6102	NPC478075
Remote Similarity	0.6092	NPC474366
Remote Similarity	0.6091	NPC473432
Remote Similarity	0.6083	NPC30749
Remote Similarity	0.6083	NPC321166
Remote Similarity	0.6083	NPC217903
Remote Similarity	0.6079	NPC474059
Remote Similarity	0.6065	NPC299582
Remote Similarity	0.6062	NPC232872
Remote Similarity	0.6049	NPC77777
Remote Similarity	0.6047	NPC257763
Remote Similarity	0.6043	NPC230313
Remote Similarity	0.6043	NPC41216
Remote Similarity	0.6034	NPC308943
Remote Similarity	0.6028	NPC301163
Remote Similarity	0.6027	NPC471648
Remote Similarity	0.6027	NPC314659
Remote Similarity	0.6016	NPC251071
Remote Similarity	0.6009	NPC208280
Remote Similarity	0.6009	NPC85613
Remote Similarity	0.6008	NPC41382
Remote Similarity	0.5991	NPC163867
Remote Similarity	0.5985	NPC329480
Remote Similarity	0.5982	NPC197335
Remote Similarity	0.5975	NPC305542
Remote Similarity	0.5974	NPC243626
Remote Similarity	0.5973	NPC49184
Remote Similarity	0.597	NPC11173
Remote Similarity	0.5966	NPC212123
Remote Similarity	0.5966	NPC100863
Remote Similarity	0.5962	NPC206372
Remote Similarity	0.5962	NPC203424
Remote Similarity	0.5957	NPC206109
Remote Similarity	0.5957	NPC114039
Remote Similarity	0.5947	NPC87391
Remote Similarity	0.5941	NPC90185
Remote Similarity	0.5924	NPC477161
Remote Similarity	0.5919	NPC323858
Remote Similarity	0.5909	NPC308137
Remote Similarity	0.5909	NPC310211
Remote Similarity	0.5904	NPC122886
Remote Similarity	0.5878	NPC169402
Remote Similarity	0.5875	NPC100573
Remote Similarity	0.5875	NPC207873
Remote Similarity	0.5874	NPC160747
Remote Similarity	0.5872	NPC204867
Remote Similarity	0.587	NPC150239
Remote Similarity	0.5861	NPC55470
Remote Similarity	0.5851	NPC477160
Remote Similarity	0.5847	NPC280799
Remote Similarity	0.5847	NPC268170
Remote Similarity	0.5844	NPC475411
Remote Similarity	0.5843	NPC328287
Remote Similarity	0.584	NPC93574
Remote Similarity	0.584	NPC255861
Remote Similarity	0.584	NPC207971
Remote Similarity	0.5837	NPC264938
Remote Similarity	0.5833	NPC257266
Remote Similarity	0.5833	NPC473007
Remote Similarity	0.5826	NPC477998
Remote Similarity	0.5826	NPC199737
Remote Similarity	0.5823	NPC111492
Remote Similarity	0.582	NPC154922
Remote Similarity	0.582	NPC268223
Remote Similarity	0.5819	NPC473004
Remote Similarity	0.5816	NPC268077
Remote Similarity	0.5812	NPC172355
Remote Similarity	0.5811	NPC471604
Remote Similarity	0.5809	NPC257728
Remote Similarity	0.5808	NPC262725
Remote Similarity	0.5805	NPC5374
Remote Similarity	0.5802	NPC187501
Remote Similarity	0.5801	NPC223384
Remote Similarity	0.5801	NPC473008
Remote Similarity	0.5799	NPC139506
Remote Similarity	0.5799	NPC292143
Remote Similarity	0.5796	NPC5167
Remote Similarity	0.5796	NPC116238
Remote Similarity	0.5795	NPC67401
Remote Similarity	0.5794	NPC13249
Remote Similarity	0.5789	NPC247803
Remote Similarity	0.5789	NPC46561
Remote Similarity	0.5785	NPC153365
Remote Similarity	0.5785	NPC68850
Remote Similarity	0.5784	NPC266425
Remote Similarity	0.5784	NPC66643
Remote Similarity	0.5771	NPC288305
Remote Similarity	0.5763	NPC71124
Remote Similarity	0.5761	NPC269367
Remote Similarity	0.5759	NPC473187
Remote Similarity	0.5743	NPC174760
Remote Similarity	0.5743	NPC225279
Remote Similarity	0.5736	NPC6786
Remote Similarity	0.5728	NPC242000
Remote Similarity	0.5726	NPC195120
Remote Similarity	0.5726	NPC254957
Remote Similarity	0.5726	NPC87560
Remote Similarity	0.5726	NPC134702
Remote Similarity	0.5726	NPC45190
Remote Similarity	0.5721	NPC471651
Remote Similarity	0.572	NPC7560
Remote Similarity	0.5714	NPC115588
Remote Similarity	0.5714	NPC308197
Remote Similarity	0.5709	NPC113455
Remote Similarity	0.5708	NPC22476
Remote Similarity	0.5708	NPC473460
Remote Similarity	0.5703	NPC473186
Remote Similarity	0.5702	NPC198401
Remote Similarity	0.5702	NPC249583
Remote Similarity	0.5702	NPC28368
Remote Similarity	0.5701	NPC144691
Remote Similarity	0.57	NPC307682
Remote Similarity	0.5691	NPC39500
Remote Similarity	0.568	NPC323969
Remote Similarity	0.5678	NPC308895
Remote Similarity	0.5676	NPC182131
Remote Similarity	0.5673	NPC295479
Remote Similarity	0.5673	NPC476475
Remote Similarity	0.5673	NPC220241
Remote Similarity	0.5672	NPC317727
Remote Similarity	0.567	NPC126676
Remote Similarity	0.567	NPC112336
Remote Similarity	0.567	NPC474814
Remote Similarity	0.567	NPC469671
Remote Similarity	0.5668	NPC189661
Remote Similarity	0.5668	NPC148391
Remote Similarity	0.5668	NPC16066
Remote Similarity	0.5665	NPC125887
Remote Similarity	0.5664	NPC474688
Remote Similarity	0.5663	NPC131885
Remote Similarity	0.5663	NPC182853
Remote Similarity	0.5661	NPC300156
Remote Similarity	0.5659	NPC39370
Remote Similarity	0.5658	NPC70092
Remote Similarity	0.5657	NPC118189
Remote Similarity	0.5651	NPC472589
Remote Similarity	0.565	NPC38237
Remote Similarity	0.5649	NPC67904
Remote Similarity	0.5649	NPC138830
Remote Similarity	0.5644	NPC120239
Remote Similarity	0.5644	NPC307640
Remote Similarity	0.5642	NPC49547
Remote Similarity	0.564	NPC208084
Remote Similarity	0.5638	NPC4687
Remote Similarity	0.5635	NPC144452
Remote Similarity	0.5634	NPC472588
Remote Similarity	0.5633	NPC327005
Remote Similarity	0.5628	NPC314329
Remote Similarity	0.5628	NPC114468
Remote Similarity	0.5625	NPC471778
Remote Similarity	0.5621	NPC116701
Remote Similarity	0.562	NPC323198
Remote Similarity	0.562	NPC473422
Remote Similarity	0.5618	NPC118154
Remote Similarity	0.5618	NPC157983
Remote Similarity	0.5615	NPC330683
Remote Similarity	0.5615	NPC329567
Remote Similarity	0.5612	NPC170333
Remote Similarity	0.5612	NPC9482
Remote Similarity	0.5605	NPC2905
Remote Similarity	0.5604	NPC173295
Remote Similarity	0.5603	NPC150308
Remote Similarity	0.5602	NPC471285
Remote Similarity	0.56	NPC184408

Drug Structure

NPD5410 OpenBabel08211708292D 37 39 0 0 0 0 0 0 0 0999 V2000 3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.4641 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 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 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 5.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 6.0622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 6.0622 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 3.0000 3.4641 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 2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 5.1962 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 6.9282 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 8.0000 5.1962 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 4.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 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 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 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 0.8660 1.5000 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 4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 5 2 0 0 0 0 2 16 1 0 0 0 0 3 4 1 0 0 0 0 3 18 2 0 0 0 0 4 20 2 0 0 0 0 5 21 1 0 0 0 0 6 13 2 0 0 0 0 6 18 1 0 0 0 0 7 14 2 0 0 0 0 7 15 1 0 0 0 0 8 14 1 0 0 0 0 8 17 2 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 19 1 0 0 0 0 11 14 1 0 0 0 0 11 26 3 0 0 0 0 12 22 1 0 0 0 0 12 33 1 0 0 0 0 13 20 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 34 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 28 1 0 0 0 0 21 33 1 0 0 0 0 22 28 1 0 0 0 0 22 29 2 0 0 0 0 23 30 2 0 0 0 0 27 34 1 0 0 0 0 27 35 1 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 31 34 2 0 0 0 0 32 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001912
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	517.03
ALogP	-0.0257
MLogP	2.78
XLogP	3.207
HDA	7
HBD	2
Rotatable Bonds	12
TPSA	147.73
RO5 Violation	0