NPASS drugs

Drug Information

Drug ID:	NPD4503
Drug Name:	Repinotan
Molecular Formula:	C21H24N2O4S
Canonical SMILES:	O=C1c2ccccc2S(=O)(=O)N1CCCCNC[C@H]1CCc2c(O1)cccc2
Standard InCHI:	InChI=1S/C21H24N2O4S/c24-21-18-8-2-4-10-20(18)28(25,26)23(21)14-6-5-13-22-15-17-12-11-16-7-1-3-9-19(16)27-17/h1-4,7-10,17,22H,5-6,11-15H2/t17-/m1/s1
Standard InCHIKey:	YGYBFMRFXNDIPO-QGZVFWFLSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4503

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	209
0.1-0.2	1251
0.2-0.3	5646
0.3-0.4	7081
0.4-0.5	5683
0.5-0.6	10470
0.6-0.7	545
0.7-0.8	5
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	0.7469	NPC266425
Intermediate Similarity	0.7299	NPC206372
Intermediate Similarity	0.7299	NPC203424
Intermediate Similarity	0.7229	NPC307682
Intermediate Similarity	0.7	NPC149571
Remote Similarity	0.6947	NPC235194
Remote Similarity	0.6891	NPC283207
Remote Similarity	0.6872	NPC471649
Remote Similarity	0.6848	NPC471651
Remote Similarity	0.68	NPC189908
Remote Similarity	0.6754	NPC314659
Remote Similarity	0.6746	NPC132308
Remote Similarity	0.6703	NPC476443
Remote Similarity	0.6703	NPC133817
Remote Similarity	0.6702	NPC197335
Remote Similarity	0.6702	NPC121400
Remote Similarity	0.6687	NPC314329
Remote Similarity	0.6667	NPC196708
Remote Similarity	0.6647	NPC160747
Remote Similarity	0.6628	NPC106606
Remote Similarity	0.661	NPC17760
Remote Similarity	0.6607	NPC283079
Remote Similarity	0.66	NPC163867
Remote Similarity	0.6592	NPC214239
Remote Similarity	0.659	NPC471316
Remote Similarity	0.6587	NPC218323
Remote Similarity	0.658	NPC99723
Remote Similarity	0.6564	NPC116007
Remote Similarity	0.6562	NPC222524
Remote Similarity	0.6561	NPC73280
Remote Similarity	0.6559	NPC469479
Remote Similarity	0.6559	NPC314725
Remote Similarity	0.6559	NPC313375
Remote Similarity	0.6559	NPC254700
Remote Similarity	0.6553	NPC257266
Remote Similarity	0.655	NPC477258
Remote Similarity	0.6543	NPC474858
Remote Similarity	0.6522	NPC257728
Remote Similarity	0.6517	NPC471646
Remote Similarity	0.6517	NPC471647
Remote Similarity	0.6512	NPC473360
Remote Similarity	0.6506	NPC328267
Remote Similarity	0.6505	NPC158900
Remote Similarity	0.6503	NPC35744
Remote Similarity	0.6503	NPC54243
Remote Similarity	0.6502	NPC268170
Remote Similarity	0.6497	NPC477259
Remote Similarity	0.6497	NPC169387
Remote Similarity	0.6494	NPC238412
Remote Similarity	0.649	NPC153365
Remote Similarity	0.6489	NPC469505
Remote Similarity	0.6484	NPC119669
Remote Similarity	0.648	NPC83511
Remote Similarity	0.6477	NPC204546
Remote Similarity	0.6471	NPC153631
Remote Similarity	0.6458	NPC329992
Remote Similarity	0.6444	NPC223873
Remote Similarity	0.6442	NPC32298
Remote Similarity	0.6429	NPC141739
Remote Similarity	0.6429	NPC136112
Remote Similarity	0.6429	NPC315542
Remote Similarity	0.6429	NPC473007
Remote Similarity	0.6425	NPC9373
Remote Similarity	0.6421	NPC284842
Remote Similarity	0.6418	NPC469815
Remote Similarity	0.6418	NPC230313
Remote Similarity	0.6418	NPC469816
Remote Similarity	0.6415	NPC181390
Remote Similarity	0.6413	NPC470708
Remote Similarity	0.641	NPC27887
Remote Similarity	0.6407	NPC472888
Remote Similarity	0.6406	NPC303581
Remote Similarity	0.6406	NPC67978
Remote Similarity	0.6404	NPC46744
Remote Similarity	0.6404	NPC14622
Remote Similarity	0.6404	NPC73020
Remote Similarity	0.6404	NPC215098
Remote Similarity	0.6404	NPC100863
Remote Similarity	0.6404	NPC124302
Remote Similarity	0.6404	NPC70290
Remote Similarity	0.64	NPC231163
Remote Similarity	0.64	NPC216149
Remote Similarity	0.64	NPC208170
Remote Similarity	0.64	NPC318591
Remote Similarity	0.6396	NPC87391
Remote Similarity	0.6389	NPC296085
Remote Similarity	0.6386	NPC125924
Remote Similarity	0.6382	NPC473008
Remote Similarity	0.6378	NPC319320
Remote Similarity	0.6378	NPC287757
Remote Similarity	0.6374	NPC238309
Remote Similarity	0.6374	NPC120251
Remote Similarity	0.6364	NPC246214
Remote Similarity	0.6359	NPC327005
Remote Similarity	0.6358	NPC169766
Remote Similarity	0.6354	NPC324081
Remote Similarity	0.6349	NPC471652
Remote Similarity	0.6345	NPC299806
Remote Similarity	0.6343	NPC125269
Remote Similarity	0.6341	NPC72788
Remote Similarity	0.6341	NPC120671
Remote Similarity	0.6341	NPC206007
Remote Similarity	0.6341	NPC314100
Remote Similarity	0.6341	NPC226652
Remote Similarity	0.634	NPC308267
Remote Similarity	0.634	NPC476236
Remote Similarity	0.634	NPC469964
Remote Similarity	0.634	NPC472474
Remote Similarity	0.6337	NPC243626
Remote Similarity	0.6337	NPC228184
Remote Similarity	0.6337	NPC282230
Remote Similarity	0.6337	NPC183348
Remote Similarity	0.6335	NPC471648
Remote Similarity	0.6332	NPC471650
Remote Similarity	0.6331	NPC2771
Remote Similarity	0.6331	NPC470858
Remote Similarity	0.631	NPC11799
Remote Similarity	0.631	NPC141252
Remote Similarity	0.6307	NPC252107
Remote Similarity	0.6307	NPC225745
Remote Similarity	0.6307	NPC99854
Remote Similarity	0.6303	NPC201284
Remote Similarity	0.6303	NPC197125
Remote Similarity	0.6301	NPC196979
Remote Similarity	0.6301	NPC470977
Remote Similarity	0.6301	NPC15083
Remote Similarity	0.6301	NPC470976
Remote Similarity	0.63	NPC208890
Remote Similarity	0.63	NPC469437
Remote Similarity	0.6298	NPC71629
Remote Similarity	0.6296	NPC471396
Remote Similarity	0.6294	NPC473562
Remote Similarity	0.6292	NPC325857
Remote Similarity	0.6287	NPC26285
Remote Similarity	0.6286	NPC138365
Remote Similarity	0.6283	NPC206941
Remote Similarity	0.628	NPC45104
Remote Similarity	0.628	NPC202771
Remote Similarity	0.628	NPC328700
Remote Similarity	0.628	NPC119818
Remote Similarity	0.628	NPC2173
Remote Similarity	0.6279	NPC170546
Remote Similarity	0.6279	NPC66246
Remote Similarity	0.6277	NPC257763
Remote Similarity	0.6276	NPC329816
Remote Similarity	0.6276	NPC270301
Remote Similarity	0.6276	NPC309692
Remote Similarity	0.6275	NPC24228
Remote Similarity	0.6272	NPC107846
Remote Similarity	0.6268	NPC477161
Remote Similarity	0.6264	NPC472882
Remote Similarity	0.6257	NPC11566
Remote Similarity	0.6257	NPC301163
Remote Similarity	0.6257	NPC298884
Remote Similarity	0.625	NPC255861
Remote Similarity	0.625	NPC99078
Remote Similarity	0.625	NPC93574
Remote Similarity	0.625	NPC469808
Remote Similarity	0.6244	NPC112937
Remote Similarity	0.6243	NPC469978
Remote Similarity	0.6243	NPC472923
Remote Similarity	0.6243	NPC135006
Remote Similarity	0.6238	NPC478075
Remote Similarity	0.6237	NPC129578
Remote Similarity	0.6237	NPC227683
Remote Similarity	0.6236	NPC259685
Remote Similarity	0.6235	NPC320242
Remote Similarity	0.6233	NPC478048
Remote Similarity	0.623	NPC66490
Remote Similarity	0.6229	NPC29650
Remote Similarity	0.6225	NPC308895
Remote Similarity	0.6224	NPC283810
Remote Similarity	0.6223	NPC93653
Remote Similarity	0.6221	NPC125887
Remote Similarity	0.622	NPC316062
Remote Similarity	0.6219	NPC166979
Remote Similarity	0.6218	NPC86469
Remote Similarity	0.6215	NPC194359
Remote Similarity	0.6215	NPC28641
Remote Similarity	0.6215	NPC220923
Remote Similarity	0.6213	NPC93730
Remote Similarity	0.6213	NPC217277
Remote Similarity	0.6207	NPC470392
Remote Similarity	0.6204	NPC328856
Remote Similarity	0.6204	NPC180210
Remote Similarity	0.6204	NPC314914
Remote Similarity	0.6204	NPC321226
Remote Similarity	0.6204	NPC478047
Remote Similarity	0.6204	NPC478046
Remote Similarity	0.6203	NPC169742
Remote Similarity	0.6201	NPC473444
Remote Similarity	0.6201	NPC26589
Remote Similarity	0.62	NPC329731
Remote Similarity	0.6196	NPC470088
Remote Similarity	0.6193	NPC180647
Remote Similarity	0.6193	NPC73883
Remote Similarity	0.6193	NPC277042
Remote Similarity	0.6193	NPC255817
Remote Similarity	0.6193	NPC136330
Remote Similarity	0.6193	NPC230698

Drug Structure

NPD4503 OpenBabel08211705262D 29 32 0 0 1 0 0 0 0 0999 V2000 8.7078 4.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 4.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 4.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.5933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5522 -2.0704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 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 4.3776 2.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 7 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 16 2 0 0 0 0 8 18 2 0 0 0 0 9 19 2 0 0 0 0 10 20 2 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 22 1 0 0 0 0 14 23 1 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 17 15 1 6 0 0 0 17 27 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 23 1 0 0 0 0 21 24 2 0 0 0 0 22 29 1 0 0 0 0 23 28 1 0 0 0 0 25 28 2 0 0 0 0 26 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000279
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	198756
ChEBI
CAS Number

Drug Properties

Molecular Weight	400.15
ALogP	-2.4517
MLogP	3
XLogP	3.741
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	84.09
RO5 Violation	0