NPASS drugs

Drug Information

Drug ID:	NPD5994
Drug Name:	siratiazem
Molecular Formula:	C24H30N2O4S
Canonical SMILES:	COc1ccc(cc1)[C@@H]1Sc2ccccc2N(C(=O)[C@@H]1OC(=O)C)CCN(C(C)C)C
Standard InCHI:	InChI=1S/C24H30N2O4S/c1-16(2)25(4)14-15-26-20-8-6-7-9-21(20)31-23(22(24(26)28)30-17(3)27)18-10-12-19(29-5)13-11-18/h6-13,16,22-23H,14-15H2,1-5H3/t22-,23+/m1/s1
Standard InCHIKey:	VVZILLNNYUUOIY-PKTZIBPZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5994

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	210
0.1-0.2	1588
0.2-0.3	6743
0.3-0.4	5756
0.4-0.5	11898
0.5-0.6	4384
0.6-0.7	309
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	0.7232	NPC189908
Intermediate Similarity	0.7005	NPC329731
Remote Similarity	0.6985	NPC477526
Remote Similarity	0.6944	NPC9373
Remote Similarity	0.6931	NPC473502
Remote Similarity	0.6919	NPC4910
Remote Similarity	0.6919	NPC251036
Remote Similarity	0.6866	NPC473004
Remote Similarity	0.6859	NPC196091
Remote Similarity	0.6857	NPC475350
Remote Similarity	0.6857	NPC145178
Remote Similarity	0.6857	NPC14877
Remote Similarity	0.6845	NPC301163
Remote Similarity	0.6802	NPC314659
Remote Similarity	0.68	NPC266425
Remote Similarity	0.6798	NPC59827
Remote Similarity	0.6798	NPC184933
Remote Similarity	0.6759	NPC77777
Remote Similarity	0.6751	NPC197335
Remote Similarity	0.6749	NPC471825
Remote Similarity	0.6734	NPC473007
Remote Similarity	0.6734	NPC315542
Remote Similarity	0.6716	NPC230313
Remote Similarity	0.6716	NPC243626
Remote Similarity	0.6701	NPC73280
Remote Similarity	0.6699	NPC477527
Remote Similarity	0.6685	NPC307682
Remote Similarity	0.6683	NPC473008
Remote Similarity	0.6651	NPC475609
Remote Similarity	0.665	NPC475421
Remote Similarity	0.6635	NPC67904
Remote Similarity	0.6634	NPC198401
Remote Similarity	0.6619	NPC207971
Remote Similarity	0.6617	NPC87391
Remote Similarity	0.6615	NPC254700
Remote Similarity	0.6588	NPC257511
Remote Similarity	0.6588	NPC268077
Remote Similarity	0.6584	NPC21425
Remote Similarity	0.6571	NPC311357
Remote Similarity	0.6562	NPC472923
Remote Similarity	0.655	NPC167763
Remote Similarity	0.655	NPC470903
Remote Similarity	0.655	NPC470112
Remote Similarity	0.6545	NPC93653
Remote Similarity	0.6528	NPC127996
Remote Similarity	0.6528	NPC299582
Remote Similarity	0.6526	NPC319320
Remote Similarity	0.6526	NPC287757
Remote Similarity	0.6517	NPC302235
Remote Similarity	0.651	NPC133470
Remote Similarity	0.651	NPC289776
Remote Similarity	0.651	NPC191863
Remote Similarity	0.6509	NPC473422
Remote Similarity	0.6505	NPC324081
Remote Similarity	0.6503	NPC308197
Remote Similarity	0.65	NPC288305
Remote Similarity	0.6498	NPC473006
Remote Similarity	0.6493	NPC473005
Remote Similarity	0.6486	NPC105717
Remote Similarity	0.6485	NPC299806
Remote Similarity	0.648	NPC471648
Remote Similarity	0.6476	NPC138830
Remote Similarity	0.6465	NPC477160
Remote Similarity	0.6462	NPC315388
Remote Similarity	0.6462	NPC473460
Remote Similarity	0.6459	NPC100863
Remote Similarity	0.6453	NPC262725
Remote Similarity	0.6452	NPC132771
Remote Similarity	0.645	NPC85613
Remote Similarity	0.6444	NPC138365
Remote Similarity	0.6442	NPC108847
Remote Similarity	0.6414	NPC279871
Remote Similarity	0.6413	NPC148124
Remote Similarity	0.6408	NPC22476
Remote Similarity	0.6402	NPC477161
Remote Similarity	0.64	NPC124776
Remote Similarity	0.6389	NPC29650
Remote Similarity	0.6381	NPC71124
Remote Similarity	0.6378	NPC81026
Remote Similarity	0.6378	NPC186617
Remote Similarity	0.6377	NPC204970
Remote Similarity	0.6369	NPC470392
Remote Similarity	0.6368	NPC99724
Remote Similarity	0.6364	NPC234772
Remote Similarity	0.6359	NPC474059
Remote Similarity	0.6359	NPC473569
Remote Similarity	0.6355	NPC14339
Remote Similarity	0.6351	NPC288110
Remote Similarity	0.6349	NPC286551
Remote Similarity	0.6345	NPC471568
Remote Similarity	0.6345	NPC473693
Remote Similarity	0.6339	NPC478141
Remote Similarity	0.633	NPC471532
Remote Similarity	0.633	NPC242000
Remote Similarity	0.6324	NPC266741
Remote Similarity	0.6318	NPC269750
Remote Similarity	0.6318	NPC194671
Remote Similarity	0.6313	NPC257390
Remote Similarity	0.6313	NPC471604
Remote Similarity	0.6313	NPC471561
Remote Similarity	0.6307	NPC250476
Remote Similarity	0.6304	NPC212850
Remote Similarity	0.6304	NPC189724
Remote Similarity	0.6304	NPC83289
Remote Similarity	0.6301	NPC10732
Remote Similarity	0.6301	NPC159815
Remote Similarity	0.63	NPC248903
Remote Similarity	0.6295	NPC46259
Remote Similarity	0.6287	NPC168486
Remote Similarity	0.6287	NPC5167
Remote Similarity	0.6287	NPC222592
Remote Similarity	0.6284	NPC476475
Remote Similarity	0.6283	NPC122886
Remote Similarity	0.628	NPC174629
Remote Similarity	0.6279	NPC87714
Remote Similarity	0.6278	NPC222046
Remote Similarity	0.6276	NPC469479
Remote Similarity	0.6275	NPC471050
Remote Similarity	0.6275	NPC471048
Remote Similarity	0.6275	NPC471049
Remote Similarity	0.6274	NPC5374
Remote Similarity	0.6271	NPC218323
Remote Similarity	0.6268	NPC254957
Remote Similarity	0.6264	NPC196708
Remote Similarity	0.6257	NPC231382
Remote Similarity	0.6256	NPC26928
Remote Similarity	0.6256	NPC472163
Remote Similarity	0.625	NPC473407
Remote Similarity	0.625	NPC473378
Remote Similarity	0.625	NPC164608
Remote Similarity	0.6244	NPC322621
Remote Similarity	0.6238	NPC321211
Remote Similarity	0.6237	NPC168750
Remote Similarity	0.6233	NPC41216
Remote Similarity	0.623	NPC39431
Remote Similarity	0.6225	NPC220961
Remote Similarity	0.622	NPC165538
Remote Similarity	0.6218	NPC56635
Remote Similarity	0.6218	NPC207675
Remote Similarity	0.6218	NPC212699
Remote Similarity	0.6215	NPC136453
Remote Similarity	0.6212	NPC469505
Remote Similarity	0.6211	NPC214239
Remote Similarity	0.6207	NPC153554
Remote Similarity	0.6207	NPC166169
Remote Similarity	0.6202	NPC122427
Remote Similarity	0.6201	NPC283079
Remote Similarity	0.62	NPC137627
Remote Similarity	0.62	NPC307640
Remote Similarity	0.62	NPC306804
Remote Similarity	0.62	NPC248670
Remote Similarity	0.6196	NPC319645
Remote Similarity	0.6195	NPC294951
Remote Similarity	0.619	NPC203972
Remote Similarity	0.6181	NPC474858
Remote Similarity	0.618	NPC71933
Remote Similarity	0.618	NPC291173
Remote Similarity	0.618	NPC89923
Remote Similarity	0.618	NPC239990
Remote Similarity	0.618	NPC152850
Remote Similarity	0.618	NPC105114
Remote Similarity	0.6179	NPC314948
Remote Similarity	0.6176	NPC270301
Remote Similarity	0.6175	NPC246140
Remote Similarity	0.6175	NPC195787
Remote Similarity	0.6172	NPC1820
Remote Similarity	0.617	NPC247298
Remote Similarity	0.6169	NPC26108
Remote Similarity	0.6169	NPC155506
Remote Similarity	0.6169	NPC158277
Remote Similarity	0.6169	NPC159767
Remote Similarity	0.6166	NPC206372
Remote Similarity	0.6166	NPC203424
Remote Similarity	0.6165	NPC102760
Remote Similarity	0.6164	NPC323752
Remote Similarity	0.6164	NPC323198
Remote Similarity	0.6162	NPC107938
Remote Similarity	0.6162	NPC314861
Remote Similarity	0.6162	NPC294516
Remote Similarity	0.6161	NPC303658
Remote Similarity	0.6157	NPC75498
Remote Similarity	0.6157	NPC473458
Remote Similarity	0.6154	NPC184680
Remote Similarity	0.615	NPC89831
Remote Similarity	0.6143	NPC471531
Remote Similarity	0.614	NPC231924
Remote Similarity	0.6135	NPC149571
Remote Similarity	0.6129	NPC475147
Remote Similarity	0.6128	NPC470785
Remote Similarity	0.6127	NPC283810
Remote Similarity	0.6127	NPC39822
Remote Similarity	0.6127	NPC32064
Remote Similarity	0.6127	NPC11149
Remote Similarity	0.6126	NPC144691
Remote Similarity	0.6126	NPC471741
Remote Similarity	0.6124	NPC163961
Remote Similarity	0.6124	NPC45389
Remote Similarity	0.6124	NPC64140
Remote Similarity	0.6124	NPC473305
Remote Similarity	0.6124	NPC174122

Drug Structure

NPD5994 OpenBabel08211708292D 31 33 0 0 1 0 0 0 0 0999 V2000 0.6928 -2.5534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2533 -3.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7327 -1.1884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1210 -1.5030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1113 4.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1123 1.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7470 2.4297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4888 0.7170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7581 2.5787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5132 3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3792 1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3792 3.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2452 2.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5605 -0.7515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5633 -0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6900 -2.4787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8018 -0.8230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5132 2.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2452 3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1347 1.7969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 0.5311 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6472 1.5283 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9888 -0.1490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1238 -1.5777 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 -2.0200 -1.4465 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2836 -1.1046 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1113 3.5283 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6528 0.1658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8209 2.0917 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 25 1 0 0 0 0 5 29 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 12 1 0 0 0 0 10 18 2 0 0 0 0 11 13 2 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 0 0 0 0 16 25 1 0 0 0 0 17 27 2 0 0 0 0 17 30 1 0 0 0 0 19 29 1 0 0 0 0 20 21 1 0 0 0 0 20 26 1 0 0 0 0 21 31 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 30 1 6 0 0 0 23 18 1 6 0 0 0 23 31 1 0 0 0 0 24 26 1 0 0 0 0 24 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009624
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	442.19
ALogP	-0.1938
MLogP	3.33
XLogP	4.523
HDA	5
HBD	0
Rotatable Bonds	13
TPSA	84.38
RO5 Violation	0