NPASS drugs

Drug Information

Drug ID:	NPD3479
Drug Name:	TH-9229
Molecular Formula:	C19H22N2O3S
Canonical SMILES:	CNCCN1C(=O)[C@@H](O)[C@H](Sc2c1cccc2)c1ccc(cc1)OC
Standard InCHI:	InChI=1S/C19H22N2O3S/c1-20-11-12-21-15-5-3-4-6-16(15)25-18(17(22)19(21)23)13-7-9-14(24-2)10-8-13/h3-10,17-18,20,22H,11-12H2,1-2H3/t17-,18+/m0/s1
Standard InCHIKey:	HNXJRKQNTGIDDU-ZWKOTPCHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3479

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	172
0.1-0.2	1405
0.2-0.3	7843
0.3-0.4	4745
0.4-0.5	12025
0.5-0.6	4384
0.6-0.7	313
0.7-0.8	3
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	0.7095	NPC189908
Intermediate Similarity	0.7026	NPC314659
Intermediate Similarity	0.7	NPC9373
Remote Similarity	0.6974	NPC197335
Remote Similarity	0.6905	NPC477160
Remote Similarity	0.6847	NPC243626
Remote Similarity	0.6847	NPC230313
Remote Similarity	0.6839	NPC73280
Remote Similarity	0.6834	NPC87391
Remote Similarity	0.6784	NPC473007
Remote Similarity	0.6761	NPC266425
Remote Similarity	0.6755	NPC287757
Remote Similarity	0.6755	NPC319320
Remote Similarity	0.6739	NPC324081
Remote Similarity	0.6734	NPC302235
Remote Similarity	0.67	NPC477526
Remote Similarity	0.6697	NPC122886
Remote Similarity	0.6667	NPC473460
Remote Similarity	0.6667	NPC100863
Remote Similarity	0.665	NPC474059
Remote Similarity	0.665	NPC473008
Remote Similarity	0.6635	NPC473422
Remote Similarity	0.6634	NPC329731
Remote Similarity	0.6632	NPC301163
Remote Similarity	0.6585	NPC473004
Remote Similarity	0.6575	NPC303658
Remote Similarity	0.6562	NPC191863
Remote Similarity	0.6562	NPC289776
Remote Similarity	0.6562	NPC133470
Remote Similarity	0.6552	NPC4910
Remote Similarity	0.654	NPC311357
Remote Similarity	0.6535	NPC299806
Remote Similarity	0.6526	NPC477161
Remote Similarity	0.6522	NPC184933
Remote Similarity	0.6522	NPC198401
Remote Similarity	0.6522	NPC59827
Remote Similarity	0.6514	NPC218323
Remote Similarity	0.6513	NPC315388
Remote Similarity	0.651	NPC93653
Remote Similarity	0.6502	NPC262725
Remote Similarity	0.6498	NPC251036
Remote Similarity	0.6495	NPC254700
Remote Similarity	0.6495	NPC299582
Remote Similarity	0.6495	NPC478075
Remote Similarity	0.648	NPC196091
Remote Similarity	0.6479	NPC87714
Remote Similarity	0.6464	NPC307682
Remote Similarity	0.6462	NPC473502
Remote Similarity	0.6457	NPC478141
Remote Similarity	0.6453	NPC315542
Remote Similarity	0.645	NPC470784
Remote Similarity	0.6445	NPC67904
Remote Similarity	0.6443	NPC292143
Remote Similarity	0.6443	NPC139506
Remote Similarity	0.6435	NPC14877
Remote Similarity	0.6435	NPC145178
Remote Similarity	0.6435	NPC475350
Remote Similarity	0.6429	NPC477527
Remote Similarity	0.6425	NPC204970
Remote Similarity	0.6425	NPC77777
Remote Similarity	0.6418	NPC166169
Remote Similarity	0.6418	NPC153554
Remote Similarity	0.6407	NPC184680
Remote Similarity	0.6402	NPC257511
Remote Similarity	0.6402	NPC14339
Remote Similarity	0.6396	NPC475609
Remote Similarity	0.6386	NPC472163
Remote Similarity	0.6381	NPC316282
Remote Similarity	0.6379	NPC470785
Remote Similarity	0.6378	NPC308197
Remote Similarity	0.6377	NPC22476
Remote Similarity	0.6369	NPC257390
Remote Similarity	0.6364	NPC471648
Remote Similarity	0.6349	NPC144691
Remote Similarity	0.6339	NPC46259
Remote Similarity	0.6337	NPC283810
Remote Similarity	0.6337	NPC222592
Remote Similarity	0.6337	NPC85613
Remote Similarity	0.6337	NPC168486
Remote Similarity	0.6329	NPC473569
Remote Similarity	0.6329	NPC174629
Remote Similarity	0.6329	NPC283207
Remote Similarity	0.6327	NPC469479
Remote Similarity	0.6316	NPC194740
Remote Similarity	0.6316	NPC471825
Remote Similarity	0.6313	NPC478005
Remote Similarity	0.6304	NPC150712
Remote Similarity	0.6303	NPC314948
Remote Similarity	0.6295	NPC478007
Remote Similarity	0.6291	NPC138830
Remote Similarity	0.6287	NPC475421
Remote Similarity	0.6284	NPC471561
Remote Similarity	0.6276	NPC63931
Remote Similarity	0.6274	NPC71124
Remote Similarity	0.6273	NPC127996
Remote Similarity	0.6271	NPC250476
Remote Similarity	0.6264	NPC29650
Remote Similarity	0.6263	NPC280022
Remote Similarity	0.6256	NPC108847
Remote Similarity	0.625	NPC288110
Remote Similarity	0.625	NPC219397
Remote Similarity	0.6244	NPC473006
Remote Similarity	0.6239	NPC478008
Remote Similarity	0.6239	NPC148124
Remote Similarity	0.6237	NPC204546
Remote Similarity	0.6234	NPC477516
Remote Similarity	0.6233	NPC473005
Remote Similarity	0.6233	NPC305984
Remote Similarity	0.6232	NPC21425
Remote Similarity	0.623	NPC138365
Remote Similarity	0.6227	NPC471532
Remote Similarity	0.6226	NPC478049
Remote Similarity	0.6225	NPC270301
Remote Similarity	0.6221	NPC246140
Remote Similarity	0.6221	NPC195787
Remote Similarity	0.622	NPC203628
Remote Similarity	0.6219	NPC164608
Remote Similarity	0.6218	NPC203424
Remote Similarity	0.6218	NPC206372
Remote Similarity	0.6216	NPC189661
Remote Similarity	0.6214	NPC235194
Remote Similarity	0.6212	NPC182131
Remote Similarity	0.6212	NPC471652
Remote Similarity	0.6211	NPC242000
Remote Similarity	0.6207	NPC194671
Remote Similarity	0.6207	NPC269750
Remote Similarity	0.6205	NPC469243
Remote Similarity	0.6204	NPC75498
Remote Similarity	0.6204	NPC207971
Remote Similarity	0.6197	NPC314702
Remote Similarity	0.6195	NPC470903
Remote Similarity	0.6195	NPC99724
Remote Similarity	0.6195	NPC167763
Remote Similarity	0.6195	NPC470112
Remote Similarity	0.6193	NPC472923
Remote Similarity	0.6193	NPC189116
Remote Similarity	0.619	NPC146370
Remote Similarity	0.6188	NPC129624
Remote Similarity	0.6186	NPC315257
Remote Similarity	0.6183	NPC83289
Remote Similarity	0.6183	NPC251439
Remote Similarity	0.6183	NPC189724
Remote Similarity	0.6183	NPC212850
Remote Similarity	0.6181	NPC469505
Remote Similarity	0.618	NPC320242
Remote Similarity	0.6176	NPC5167
Remote Similarity	0.6176	NPC39822
Remote Similarity	0.6175	NPC473360
Remote Similarity	0.6175	NPC268077
Remote Similarity	0.6171	NPC471741
Remote Similarity	0.617	NPC474183
Remote Similarity	0.6168	NPC5374
Remote Similarity	0.6164	NPC470491
Remote Similarity	0.6164	NPC475196
Remote Similarity	0.6161	NPC126556
Remote Similarity	0.6161	NPC254957
Remote Similarity	0.6157	NPC24370
Remote Similarity	0.6157	NPC319232
Remote Similarity	0.6154	NPC97870
Remote Similarity	0.6154	NPC307123
Remote Similarity	0.6154	NPC247018
Remote Similarity	0.615	NPC323969
Remote Similarity	0.6147	NPC477173
Remote Similarity	0.6146	NPC28368
Remote Similarity	0.6146	NPC116096
Remote Similarity	0.6144	NPC475816
Remote Similarity	0.6143	NPC1820
Remote Similarity	0.6141	NPC237227
Remote Similarity	0.614	NPC127178
Remote Similarity	0.6139	NPC279871
Remote Similarity	0.6138	NPC470824
Remote Similarity	0.6138	NPC16188
Remote Similarity	0.6137	NPC323752
Remote Similarity	0.6135	NPC138083
Remote Similarity	0.6133	NPC231382
Remote Similarity	0.613	NPC248903
Remote Similarity	0.613	NPC261251
Remote Similarity	0.6129	NPC41216
Remote Similarity	0.6129	NPC204156
Remote Similarity	0.6126	NPC470481
Remote Similarity	0.6126	NPC470482
Remote Similarity	0.6122	NPC475544
Remote Similarity	0.6119	NPC471604
Remote Similarity	0.6119	NPC89831
Remote Similarity	0.6119	NPC470488
Remote Similarity	0.6116	NPC471531
Remote Similarity	0.6116	NPC234772
Remote Similarity	0.6114	NPC471448
Remote Similarity	0.6114	NPC114039
Remote Similarity	0.6114	NPC206109
Remote Similarity	0.6111	NPC214368
Remote Similarity	0.6111	NPC232600
Remote Similarity	0.6111	NPC158900
Remote Similarity	0.6111	NPC223207
Remote Similarity	0.6109	NPC471304
Remote Similarity	0.6108	NPC473432
Remote Similarity	0.6108	NPC287358
Remote Similarity	0.6106	NPC149571
Remote Similarity	0.6106	NPC276120
Remote Similarity	0.6106	NPC222046

Drug Structure

NPD3479 OpenBabel08211703112D 27 29 0 0 1 0 0 0 0 0999 V2000 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 -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 1 0 0 0 0 0 0 0 0 0 -1.6472 1.5283 0.0000 C 0 0 2 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 -2.6528 0.1658 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 -0.8209 2.0917 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.6900 -2.4787 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4346 0.7893 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 24 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 16 2 0 0 0 0 7 9 1 0 0 0 0 7 13 2 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 12 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 14 24 1 0 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 1 0 0 0 18 13 1 1 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 19 23 2 0 0 0 0 20 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011069
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	358.14
ALogP	-1.0587
MLogP	2.89
XLogP	3.09
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	87.1
RO5 Violation	0