NPASS drugs

Drug Information

Drug ID:	NPD4209
Drug Name:
Molecular Formula:	C20H29NO4S2
Canonical SMILES:	CSCC[C@@H](C(=O)OCC)N=C([C@H](Cc1ccccc1C)CSC(=O)C)O
Standard InCHI:	InChI=1S/C20H29NO4S2/c1-5-25-20(24)18(10-11-26-4)21-19(23)17(13-27-15(3)22)12-16-9-7-6-8-14(16)2/h6-9,17-18H,5,10-13H2,1-4H3,(H,21,23)/t17-,18+/m1/s1
Standard InCHIKey:	ZVQXPUMRSJGLSF-MSOLQXFVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4209

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	60
0.1-0.2	470
0.2-0.3	1696
0.3-0.4	7903
0.4-0.5	17378
0.5-0.6	2981
0.6-0.7	360
0.7-0.8	42
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	0.7823	NPC310467
Intermediate Similarity	0.7742	NPC169328
Intermediate Similarity	0.7698	NPC80150
Intermediate Similarity	0.768	NPC237420
Intermediate Similarity	0.7623	NPC273814
Intermediate Similarity	0.7559	NPC190663
Intermediate Similarity	0.7463	NPC246913
Intermediate Similarity	0.7442	NPC160493
Intermediate Similarity	0.7422	NPC477061
Intermediate Similarity	0.7422	NPC476183
Intermediate Similarity	0.7422	NPC45777
Intermediate Similarity	0.7417	NPC327481
Intermediate Similarity	0.7402	NPC314992
Intermediate Similarity	0.7387	NPC325441
Intermediate Similarity	0.7381	NPC2265
Intermediate Similarity	0.7364	NPC476184
Intermediate Similarity	0.7364	NPC476281
Intermediate Similarity	0.735	NPC12730
Intermediate Similarity	0.7339	NPC474584
Intermediate Similarity	0.7302	NPC197470
Intermediate Similarity	0.7273	NPC105717
Intermediate Similarity	0.7257	NPC258627
Intermediate Similarity	0.7252	NPC476278
Intermediate Similarity	0.7197	NPC476241
Intermediate Similarity	0.7197	NPC476260
Intermediate Similarity	0.7188	NPC254088
Intermediate Similarity	0.7154	NPC478014
Intermediate Similarity	0.7154	NPC478016
Intermediate Similarity	0.7154	NPC478015
Intermediate Similarity	0.7143	NPC476125
Intermediate Similarity	0.7143	NPC476179
Intermediate Similarity	0.7143	NPC4974
Intermediate Similarity	0.7121	NPC35996
Intermediate Similarity	0.7094	NPC25565
Intermediate Similarity	0.7083	NPC318154
Intermediate Similarity	0.7075	NPC286551
Intermediate Similarity	0.7063	NPC322878
Intermediate Similarity	0.7059	NPC300315
Intermediate Similarity	0.704	NPC319579
Intermediate Similarity	0.7034	NPC475439
Intermediate Similarity	0.7034	NPC473501
Intermediate Similarity	0.7025	NPC164859
Remote Similarity	0.6984	NPC329011
Remote Similarity	0.6967	NPC224610
Remote Similarity	0.6967	NPC113326
Remote Similarity	0.6967	NPC88267
Remote Similarity	0.6967	NPC194390
Remote Similarity	0.6957	NPC246079
Remote Similarity	0.695	NPC477557
Remote Similarity	0.6923	NPC468984
Remote Similarity	0.6899	NPC188010
Remote Similarity	0.6889	NPC47667
Remote Similarity	0.6864	NPC303045
Remote Similarity	0.6864	NPC58674
Remote Similarity	0.6864	NPC161972
Remote Similarity	0.6861	NPC296712
Remote Similarity	0.68	NPC21929
Remote Similarity	0.6791	NPC474862
Remote Similarity	0.6788	NPC199738
Remote Similarity	0.6788	NPC210950
Remote Similarity	0.6769	NPC235421
Remote Similarity	0.6761	NPC6570
Remote Similarity	0.6761	NPC68865
Remote Similarity	0.6761	NPC471265
Remote Similarity	0.6761	NPC471264
Remote Similarity	0.6761	NPC127741
Remote Similarity	0.6757	NPC283783
Remote Similarity	0.675	NPC324569
Remote Similarity	0.6736	NPC197921
Remote Similarity	0.6736	NPC269398
Remote Similarity	0.6736	NPC263493
Remote Similarity	0.672	NPC191215
Remote Similarity	0.672	NPC274089
Remote Similarity	0.6718	NPC470544
Remote Similarity	0.6695	NPC323164
Remote Similarity	0.669	NPC139326
Remote Similarity	0.669	NPC161069
Remote Similarity	0.669	NPC91953
Remote Similarity	0.6667	NPC163392
Remote Similarity	0.6667	NPC3371
Remote Similarity	0.6667	NPC470545
Remote Similarity	0.6667	NPC239762
Remote Similarity	0.6667	NPC470274
Remote Similarity	0.6644	NPC476978
Remote Similarity	0.6641	NPC323007
Remote Similarity	0.6637	NPC270507
Remote Similarity	0.6621	NPC239770
Remote Similarity	0.6621	NPC469427
Remote Similarity	0.6621	NPC469426
Remote Similarity	0.662	NPC90693
Remote Similarity	0.662	NPC64897
Remote Similarity	0.6618	NPC6975
Remote Similarity	0.6618	NPC472415
Remote Similarity	0.6617	NPC470546
Remote Similarity	0.6614	NPC114741
Remote Similarity	0.6614	NPC182549
Remote Similarity	0.6613	NPC471317
Remote Similarity	0.6612	NPC293628
Remote Similarity	0.6612	NPC122493
Remote Similarity	0.6612	NPC10781
Remote Similarity	0.6612	NPC311242
Remote Similarity	0.661	NPC245259
Remote Similarity	0.661	NPC226438
Remote Similarity	0.6599	NPC5620
Remote Similarity	0.6597	NPC89489
Remote Similarity	0.6594	NPC477937
Remote Similarity	0.6593	NPC202521
Remote Similarity	0.6584	NPC326407
Remote Similarity	0.6584	NPC317725
Remote Similarity	0.6584	NPC318930
Remote Similarity	0.6584	NPC317362
Remote Similarity	0.6581	NPC470877
Remote Similarity	0.6575	NPC469360
Remote Similarity	0.6571	NPC478147
Remote Similarity	0.6562	NPC190955
Remote Similarity	0.6557	NPC322598
Remote Similarity	0.6549	NPC323103
Remote Similarity	0.6549	NPC470392
Remote Similarity	0.6549	NPC103387
Remote Similarity	0.6544	NPC291027
Remote Similarity	0.6544	NPC213126
Remote Similarity	0.6544	NPC317474
Remote Similarity	0.6544	NPC169485
Remote Similarity	0.6544	NPC84281
Remote Similarity	0.6533	NPC13470
Remote Similarity	0.6525	NPC74936
Remote Similarity	0.6525	NPC172128
Remote Similarity	0.6525	NPC78041
Remote Similarity	0.6525	NPC141139
Remote Similarity	0.6525	NPC209764
Remote Similarity	0.6525	NPC121872
Remote Similarity	0.6525	NPC316108
Remote Similarity	0.6525	NPC471307
Remote Similarity	0.6525	NPC185501
Remote Similarity	0.6525	NPC159178
Remote Similarity	0.6522	NPC472414
Remote Similarity	0.6519	NPC476990
Remote Similarity	0.651	NPC138775
Remote Similarity	0.651	NPC329761
Remote Similarity	0.651	NPC225648
Remote Similarity	0.6508	NPC67043
Remote Similarity	0.6507	NPC168113
Remote Similarity	0.6491	NPC44830
Remote Similarity	0.6489	NPC276949
Remote Similarity	0.6489	NPC35850
Remote Similarity	0.6486	NPC209509
Remote Similarity	0.6486	NPC313867
Remote Similarity	0.6486	NPC316008
Remote Similarity	0.6483	NPC178662
Remote Similarity	0.6483	NPC92784
Remote Similarity	0.6483	NPC476133
Remote Similarity	0.6483	NPC470884
Remote Similarity	0.6483	NPC98424
Remote Similarity	0.648	NPC202613
Remote Similarity	0.6475	NPC226041
Remote Similarity	0.6471	NPC86966
Remote Similarity	0.6463	NPC197682
Remote Similarity	0.6463	NPC176226
Remote Similarity	0.6458	NPC314835
Remote Similarity	0.6457	NPC142326
Remote Similarity	0.6457	NPC94751
Remote Similarity	0.6454	NPC69496
Remote Similarity	0.6452	NPC133809
Remote Similarity	0.6452	NPC136810
Remote Similarity	0.6452	NPC225079
Remote Similarity	0.6452	NPC128248
Remote Similarity	0.6449	NPC473938
Remote Similarity	0.6444	NPC319950
Remote Similarity	0.6443	NPC81026
Remote Similarity	0.6443	NPC262216
Remote Similarity	0.6443	NPC314358
Remote Similarity	0.6439	NPC33742
Remote Similarity	0.6438	NPC268841
Remote Similarity	0.6438	NPC46098
Remote Similarity	0.6438	NPC307357
Remote Similarity	0.6434	NPC233910
Remote Similarity	0.6434	NPC245836
Remote Similarity	0.6429	NPC319766
Remote Similarity	0.6429	NPC476353
Remote Similarity	0.6424	NPC129666
Remote Similarity	0.6423	NPC252878
Remote Similarity	0.6419	NPC315283
Remote Similarity	0.6419	NPC314388
Remote Similarity	0.641	NPC322387
Remote Similarity	0.6408	NPC183722
Remote Similarity	0.6403	NPC101719
Remote Similarity	0.64	NPC128237
Remote Similarity	0.64	NPC83790
Remote Similarity	0.64	NPC477556
Remote Similarity	0.64	NPC145113
Remote Similarity	0.64	NPC135121
Remote Similarity	0.6397	NPC112823
Remote Similarity	0.6387	NPC70940
Remote Similarity	0.6387	NPC86670
Remote Similarity	0.6387	NPC274455
Remote Similarity	0.6383	NPC71271
Remote Similarity	0.6383	NPC472413
Remote Similarity	0.6383	NPC116057
Remote Similarity	0.6382	NPC7817
Remote Similarity	0.6382	NPC475168

Drug Structure

NPD4209 OpenBabel08211704332D 28 28 0 0 1 0 0 0 0 0999 V2000 -1.7321 -5.0000 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 0.8660 -0.5000 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 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 26 1 0 0 0 0 5 25 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 14 2 0 0 0 0 9 16 2 0 0 0 0 10 11 1 0 0 0 0 11 26 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 15 22 2 0 0 0 0 15 27 1 0 0 0 0 17 12 1 1 0 0 0 17 19 1 0 0 0 0 18 10 1 1 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 19 21 2 3 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001837
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	131965
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.15
ALogP	1.7465
MLogP	2.89
XLogP	5.861
HDA	5
HBD	1
Rotatable Bonds	18
TPSA	126.56
RO5 Violation	2