NPASS drugs

Drug Information

Drug ID:	NPD8238
Drug Name:
Molecular Formula:	C40H35Cl3N2O4S
Canonical SMILES:	Clc1ccc2c(c1)c(CCCc1ccc(cc1)C(=O)O)c(n2C(c1ccccc1)c1ccccc1)CCNS(=O)(=O)Cc1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C40H35Cl3N2O4S/c41-32-19-21-37-34(25-32)33(13-7-8-27-14-17-31(18-15-27)40(46)47)38(22-23-44-50(48,49)26-28-16-20-35(42)36(43)24-28)45(37)39(29-9-3-1-4-10-29)30-11-5-2-6-12-30/h1-6,9-12,14-21,24-25,39,44H,7-8,13,22-23,26H2,(H,46,47)
Standard InCHIKey:	HIZOPJQOPKRKFM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8238

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	360
0.1-0.2	2248
0.2-0.3	9899
0.3-0.4	12524
0.4-0.5	3500
0.5-0.6	1826
0.6-0.7	527
0.7-0.8	6
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	0.7208	NPC104712
Intermediate Similarity	0.7143	NPC315062
Intermediate Similarity	0.7125	NPC316411
Intermediate Similarity	0.7042	NPC244897
Intermediate Similarity	0.7017	NPC192712
Intermediate Similarity	0.7	NPC267853
Remote Similarity	0.6996	NPC474916
Remote Similarity	0.6903	NPC471944
Remote Similarity	0.6844	NPC102008
Remote Similarity	0.6818	NPC278434
Remote Similarity	0.6781	NPC82370
Remote Similarity	0.6749	NPC472844
Remote Similarity	0.6682	NPC83111
Remote Similarity	0.6681	NPC323927
Remote Similarity	0.6652	NPC57398
Remote Similarity	0.6609	NPC98864
Remote Similarity	0.6608	NPC245916
Remote Similarity	0.6599	NPC323198
Remote Similarity	0.6579	NPC141454
Remote Similarity	0.6568	NPC204303
Remote Similarity	0.6562	NPC321708
Remote Similarity	0.6557	NPC322644
Remote Similarity	0.6557	NPC472842
Remote Similarity	0.6547	NPC160381
Remote Similarity	0.6543	NPC229893
Remote Similarity	0.654	NPC110602
Remote Similarity	0.654	NPC31385
Remote Similarity	0.654	NPC75726
Remote Similarity	0.6525	NPC9482
Remote Similarity	0.6504	NPC33949
Remote Similarity	0.6504	NPC138370
Remote Similarity	0.65	NPC213468
Remote Similarity	0.6486	NPC243058
Remote Similarity	0.6485	NPC190401
Remote Similarity	0.6485	NPC239763
Remote Similarity	0.6485	NPC478157
Remote Similarity	0.6483	NPC284102
Remote Similarity	0.648	NPC35042
Remote Similarity	0.6478	NPC131887
Remote Similarity	0.6478	NPC248782
Remote Similarity	0.6468	NPC477065
Remote Similarity	0.6464	NPC1203
Remote Similarity	0.6461	NPC121069
Remote Similarity	0.646	NPC329858
Remote Similarity	0.6458	NPC36405
Remote Similarity	0.6456	NPC124086
Remote Similarity	0.6452	NPC119006
Remote Similarity	0.6441	NPC127677
Remote Similarity	0.6441	NPC258062
Remote Similarity	0.6438	NPC110500
Remote Similarity	0.6438	NPC469938
Remote Similarity	0.6438	NPC149155
Remote Similarity	0.6438	NPC203468
Remote Similarity	0.6438	NPC193761
Remote Similarity	0.6435	NPC227582
Remote Similarity	0.6432	NPC298840
Remote Similarity	0.6432	NPC472285
Remote Similarity	0.6432	NPC3214
Remote Similarity	0.6432	NPC303384
Remote Similarity	0.6432	NPC191088
Remote Similarity	0.6432	NPC246658
Remote Similarity	0.6432	NPC13599
Remote Similarity	0.6432	NPC268393
Remote Similarity	0.6429	NPC72956
Remote Similarity	0.6429	NPC116701
Remote Similarity	0.6426	NPC477516
Remote Similarity	0.6425	NPC256268
Remote Similarity	0.6425	NPC283219
Remote Similarity	0.6422	NPC252338
Remote Similarity	0.642	NPC276657
Remote Similarity	0.6411	NPC326363
Remote Similarity	0.641	NPC98715
Remote Similarity	0.641	NPC165599
Remote Similarity	0.6409	NPC267885
Remote Similarity	0.6407	NPC67288
Remote Similarity	0.6406	NPC78020
Remote Similarity	0.6402	NPC153980
Remote Similarity	0.6402	NPC6865
Remote Similarity	0.64	NPC90415
Remote Similarity	0.64	NPC235684
Remote Similarity	0.6398	NPC243850
Remote Similarity	0.6398	NPC244741
Remote Similarity	0.6398	NPC46225
Remote Similarity	0.6398	NPC225821
Remote Similarity	0.6395	NPC300183
Remote Similarity	0.6391	NPC11445
Remote Similarity	0.6391	NPC472293
Remote Similarity	0.639	NPC322064
Remote Similarity	0.639	NPC330009
Remote Similarity	0.639	NPC469928
Remote Similarity	0.6388	NPC314333
Remote Similarity	0.6384	NPC203635
Remote Similarity	0.6382	NPC476818
Remote Similarity	0.638	NPC219848
Remote Similarity	0.638	NPC15573
Remote Similarity	0.638	NPC111275
Remote Similarity	0.638	NPC183662
Remote Similarity	0.638	NPC217372
Remote Similarity	0.6379	NPC241024
Remote Similarity	0.6376	NPC45850
Remote Similarity	0.6375	NPC31700
Remote Similarity	0.6375	NPC317752
Remote Similarity	0.6372	NPC472323
Remote Similarity	0.6368	NPC476874
Remote Similarity	0.6367	NPC478141
Remote Similarity	0.6364	NPC27041
Remote Similarity	0.6364	NPC477715
Remote Similarity	0.6364	NPC303225
Remote Similarity	0.6356	NPC282103
Remote Similarity	0.6356	NPC24370
Remote Similarity	0.6356	NPC280290
Remote Similarity	0.6356	NPC319232
Remote Similarity	0.6356	NPC471191
Remote Similarity	0.6352	NPC45459
Remote Similarity	0.6352	NPC315491
Remote Similarity	0.6351	NPC248041
Remote Similarity	0.6351	NPC219336
Remote Similarity	0.6351	NPC126709
Remote Similarity	0.6349	NPC477979
Remote Similarity	0.6348	NPC195239
Remote Similarity	0.6348	NPC157828
Remote Similarity	0.6348	NPC276517
Remote Similarity	0.6346	NPC153400
Remote Similarity	0.6345	NPC271862
Remote Similarity	0.6339	NPC159125
Remote Similarity	0.6339	NPC470205
Remote Similarity	0.6335	NPC84347
Remote Similarity	0.6333	NPC318299
Remote Similarity	0.6333	NPC471193
Remote Similarity	0.6333	NPC75634
Remote Similarity	0.6333	NPC471194
Remote Similarity	0.6332	NPC472292
Remote Similarity	0.6324	NPC28945
Remote Similarity	0.6322	NPC203614
Remote Similarity	0.6322	NPC74969
Remote Similarity	0.6322	NPC204491
Remote Similarity	0.6322	NPC471192
Remote Similarity	0.6316	NPC206967
Remote Similarity	0.6316	NPC245756
Remote Similarity	0.6316	NPC235885
Remote Similarity	0.631	NPC325976
Remote Similarity	0.6309	NPC472296
Remote Similarity	0.6309	NPC472297
Remote Similarity	0.6306	NPC145885
Remote Similarity	0.6306	NPC84827
Remote Similarity	0.6306	NPC14113
Remote Similarity	0.6304	NPC269886
Remote Similarity	0.6304	NPC472210
Remote Similarity	0.6304	NPC473178
Remote Similarity	0.6304	NPC81802
Remote Similarity	0.6304	NPC472295
Remote Similarity	0.6304	NPC247735
Remote Similarity	0.6303	NPC470280
Remote Similarity	0.6303	NPC39679
Remote Similarity	0.6301	NPC16352
Remote Similarity	0.6296	NPC312645
Remote Similarity	0.6295	NPC192270
Remote Similarity	0.6295	NPC113626
Remote Similarity	0.6293	NPC156704
Remote Similarity	0.6293	NPC78767
Remote Similarity	0.6293	NPC473814
Remote Similarity	0.6286	NPC472099
Remote Similarity	0.6283	NPC133003
Remote Similarity	0.6282	NPC213308
Remote Similarity	0.6279	NPC469734
Remote Similarity	0.6278	NPC55772
Remote Similarity	0.6277	NPC85066
Remote Similarity	0.6277	NPC202812
Remote Similarity	0.6277	NPC181502
Remote Similarity	0.6276	NPC478158
Remote Similarity	0.6275	NPC471782
Remote Similarity	0.6275	NPC471583
Remote Similarity	0.6272	NPC196251
Remote Similarity	0.6272	NPC183805
Remote Similarity	0.6272	NPC111602
Remote Similarity	0.6272	NPC221873
Remote Similarity	0.6272	NPC102338
Remote Similarity	0.6272	NPC175474
Remote Similarity	0.6272	NPC63199
Remote Similarity	0.6271	NPC476098
Remote Similarity	0.627	NPC477714
Remote Similarity	0.6267	NPC117027
Remote Similarity	0.6267	NPC83381
Remote Similarity	0.6266	NPC87856
Remote Similarity	0.6266	NPC50503
Remote Similarity	0.6266	NPC306376
Remote Similarity	0.6266	NPC151976
Remote Similarity	0.6265	NPC476491
Remote Similarity	0.6261	NPC47190
Remote Similarity	0.6261	NPC55493
Remote Similarity	0.6261	NPC270918
Remote Similarity	0.6261	NPC53344
Remote Similarity	0.626	NPC15801
Remote Similarity	0.626	NPC2395
Remote Similarity	0.626	NPC329982
Remote Similarity	0.626	NPC474896
Remote Similarity	0.626	NPC473317
Remote Similarity	0.6256	NPC63751
Remote Similarity	0.6256	NPC94752
Remote Similarity	0.6255	NPC132211

Drug Structure

NPD8238 OpenBabel08211713002D 52 57 0 0 0 0 0 0 0 0999 V2000 1.7597 -3.7366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7172 -7.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0166 -3.0675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5518 -4.7147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7661 -7.2891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4603 -6.9290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8046 -1.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5477 -1.9752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0655 -3.3765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6008 -5.0238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5582 -6.3109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2524 -5.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8535 -1.6151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7067 -0.6881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2419 -2.3353 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 -6.6577 -0.3790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1930 -2.0263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3147 -5.0685 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 -3.3147 -5.0685 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 -0.8660 -1.5000 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 -4.3147 -3.3364 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 -5.4988 -1.6662 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 -0.1424 -4.3546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3013 -5.6418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4009 -1.0482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8147 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -3.3364 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 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -4.2024 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 -1.0934 -4.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3519 -0.7392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8147 -4.2024 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 3.4641 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 Cl 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 -1.8366 -3.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.0951 -1.4083 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5598 0.2390 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 -0.0000 -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 -10.0461 -1.0993 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 9 1 0 0 0 0 4 10 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 27 1 0 0 0 0 9 29 2 0 0 0 0 10 29 1 0 0 0 0 11 30 2 0 0 0 0 12 30 1 0 0 0 0 13 33 1 0 0 0 0 14 17 1 0 0 0 0 14 27 2 0 0 0 0 15 18 2 0 0 0 0 15 27 1 0 0 0 0 16 20 2 0 0 0 0 16 28 1 0 0 0 0 17 31 2 0 0 0 0 18 31 1 0 0 0 0 19 21 2 0 0 0 0 19 32 1 0 0 0 0 20 35 1 0 0 0 0 21 37 1 0 0 0 0 22 23 1 0 0 0 0 22 38 1 0 0 0 0 23 44 1 0 0 0 0 24 28 2 0 0 0 0 24 36 1 0 0 0 0 25 32 2 0 0 0 0 25 34 1 0 0 0 0 26 28 1 0 0 0 0 26 50 1 0 0 0 0 29 39 1 0 0 0 0 30 39 1 0 0 0 0 31 40 1 0 0 0 0 32 41 1 0 0 0 0 33 34 1 0 0 0 0 33 38 2 0 0 0 0 34 37 2 0 0 0 0 35 36 2 0 0 0 0 35 42 1 0 0 0 0 36 43 1 0 0 0 0 37 45 1 0 0 0 0 38 45 1 0 0 0 0 39 45 1 0 0 0 0 40 46 1 0 0 0 0 40 47 2 0 0 0 0 44 50 1 0 0 0 0 44 51 1 0 0 0 0 46 52 1 0 0 0 0 48 50 2 0 0 0 0 49 50 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009026
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9853499
ChEBI
CAS Number

Drug Properties

Molecular Weight	744.14
ALogP	0.5914
MLogP	4.76
XLogP	13.799
HDA	6
HBD	2
Rotatable Bonds	18
TPSA	96.78
RO5 Violation	2