NPASS drugs

Drug Information

Drug ID:	NPD5920
Drug Name:
Molecular Formula:	C24H27N3O5S
Canonical SMILES:	CCOC(=O)Nc1ccc(cc1)SCC1COC(O1)(Cn1cncc1)c1ccc(cc1)OC
Standard InCHI:	InChI=1S/C24H27N3O5S/c1-3-30-23(28)26-19-6-10-22(11-7-19)33-15-21-14-31-24(32-21,16-27-13-12-25-17-27)18-4-8-20(29-2)9-5-18/h4-13,17,21H,3,14-16H2,1-2H3,(H,26,28)
Standard InCHIKey:	KLEPCGBEXOCIGS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5920

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	400
0.1-0.2	3042
0.2-0.3	9714
0.3-0.4	7764
0.4-0.5	7812
0.5-0.6	2004
0.6-0.7	143
0.7-0.8	11
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	0.7647	NPC471614
Intermediate Similarity	0.7552	NPC477796
Intermediate Similarity	0.7552	NPC477806
Intermediate Similarity	0.7552	NPC477805
Intermediate Similarity	0.7552	NPC477795
Intermediate Similarity	0.7368	NPC242923
Intermediate Similarity	0.7296	NPC308906
Intermediate Similarity	0.7208	NPC160666
Intermediate Similarity	0.7194	NPC150447
Intermediate Similarity	0.7161	NPC17305
Intermediate Similarity	0.7064	NPC12100
Remote Similarity	0.682	NPC467439
Remote Similarity	0.6784	NPC280638
Remote Similarity	0.6722	NPC250178
Remote Similarity	0.668	NPC39092
Remote Similarity	0.6667	NPC323244
Remote Similarity	0.6667	NPC314056
Remote Similarity	0.6654	NPC316756
Remote Similarity	0.6653	NPC35761
Remote Similarity	0.6627	NPC472434
Remote Similarity	0.6617	NPC478011
Remote Similarity	0.6593	NPC314176
Remote Similarity	0.6592	NPC478013
Remote Similarity	0.6581	NPC472789
Remote Similarity	0.6573	NPC237978
Remote Similarity	0.6562	NPC228206
Remote Similarity	0.656	NPC328924
Remote Similarity	0.6532	NPC187145
Remote Similarity	0.6529	NPC288349
Remote Similarity	0.6527	NPC113369
Remote Similarity	0.6516	NPC136924
Remote Similarity	0.6513	NPC314882
Remote Similarity	0.651	NPC99891
Remote Similarity	0.6496	NPC30540
Remote Similarity	0.6494	NPC478012
Remote Similarity	0.648	NPC115595
Remote Similarity	0.6477	NPC472436
Remote Similarity	0.6462	NPC477633
Remote Similarity	0.6456	NPC257511
Remote Similarity	0.6437	NPC46970
Remote Similarity	0.6429	NPC469554
Remote Similarity	0.6426	NPC19872
Remote Similarity	0.6426	NPC472435
Remote Similarity	0.6405	NPC26679
Remote Similarity	0.6375	NPC315822
Remote Similarity	0.6375	NPC287208
Remote Similarity	0.634	NPC127085
Remote Similarity	0.6337	NPC471603
Remote Similarity	0.633	NPC41982
Remote Similarity	0.6329	NPC232727
Remote Similarity	0.6322	NPC472068
Remote Similarity	0.6311	NPC476287
Remote Similarity	0.631	NPC314954
Remote Similarity	0.6309	NPC84853
Remote Similarity	0.6299	NPC101543
Remote Similarity	0.6298	NPC267928
Remote Similarity	0.6295	NPC153467
Remote Similarity	0.6292	NPC478006
Remote Similarity	0.6291	NPC477634
Remote Similarity	0.6287	NPC477019
Remote Similarity	0.6281	NPC185782
Remote Similarity	0.6281	NPC174758
Remote Similarity	0.6276	NPC476138
Remote Similarity	0.6276	NPC475774
Remote Similarity	0.6276	NPC245816
Remote Similarity	0.6274	NPC26543
Remote Similarity	0.6273	NPC315467
Remote Similarity	0.6266	NPC313189
Remote Similarity	0.6266	NPC135549
Remote Similarity	0.6255	NPC123976
Remote Similarity	0.6255	NPC167860
Remote Similarity	0.625	NPC470500
Remote Similarity	0.625	NPC478009
Remote Similarity	0.6234	NPC74382
Remote Similarity	0.6234	NPC206251
Remote Similarity	0.6231	NPC295452
Remote Similarity	0.6231	NPC171393
Remote Similarity	0.6218	NPC176538
Remote Similarity	0.6212	NPC472031
Remote Similarity	0.6212	NPC472066
Remote Similarity	0.6212	NPC472067
Remote Similarity	0.6211	NPC141053
Remote Similarity	0.6211	NPC323752
Remote Similarity	0.6206	NPC110151
Remote Similarity	0.6204	NPC296482
Remote Similarity	0.6204	NPC171409
Remote Similarity	0.6204	NPC53069
Remote Similarity	0.6204	NPC202768
Remote Similarity	0.6204	NPC96405
Remote Similarity	0.619	NPC125597
Remote Similarity	0.6179	NPC266931
Remote Similarity	0.6176	NPC18487
Remote Similarity	0.6176	NPC187558
Remote Similarity	0.6173	NPC82548
Remote Similarity	0.6166	NPC319232
Remote Similarity	0.6166	NPC24370
Remote Similarity	0.6151	NPC121772
Remote Similarity	0.6148	NPC174672
Remote Similarity	0.6148	NPC220852
Remote Similarity	0.6145	NPC469594
Remote Similarity	0.6139	NPC28945
Remote Similarity	0.6137	NPC224327
Remote Similarity	0.6135	NPC310118
Remote Similarity	0.6135	NPC60621
Remote Similarity	0.6133	NPC21461
Remote Similarity	0.6133	NPC260434
Remote Similarity	0.6131	NPC478010
Remote Similarity	0.6129	NPC274982
Remote Similarity	0.6129	NPC470799
Remote Similarity	0.6129	NPC8022
Remote Similarity	0.6128	NPC56271
Remote Similarity	0.6125	NPC54537
Remote Similarity	0.612	NPC213530
Remote Similarity	0.612	NPC193267
Remote Similarity	0.6116	NPC285558
Remote Similarity	0.6116	NPC210256
Remote Similarity	0.6114	NPC222592
Remote Similarity	0.6114	NPC168486
Remote Similarity	0.6107	NPC476465
Remote Similarity	0.6102	NPC198673
Remote Similarity	0.6096	NPC54066
Remote Similarity	0.6085	NPC92111
Remote Similarity	0.6083	NPC234197
Remote Similarity	0.6078	NPC107160
Remote Similarity	0.6077	NPC285343
Remote Similarity	0.6074	NPC75498
Remote Similarity	0.6071	NPC473317
Remote Similarity	0.6067	NPC168911
Remote Similarity	0.6064	NPC170114
Remote Similarity	0.6062	NPC223223
Remote Similarity	0.6059	NPC133140
Remote Similarity	0.6059	NPC195268
Remote Similarity	0.6058	NPC469308
Remote Similarity	0.6056	NPC168209
Remote Similarity	0.6048	NPC469592
Remote Similarity	0.6048	NPC471080
Remote Similarity	0.6045	NPC153400
Remote Similarity	0.6043	NPC76748
Remote Similarity	0.6043	NPC134079
Remote Similarity	0.6042	NPC476578
Remote Similarity	0.6042	NPC476582
Remote Similarity	0.6042	NPC4071
Remote Similarity	0.6038	NPC295228
Remote Similarity	0.6034	NPC226202
Remote Similarity	0.6034	NPC307963
Remote Similarity	0.6034	NPC284678
Remote Similarity	0.6032	NPC54981
Remote Similarity	0.603	NPC477635
Remote Similarity	0.603	NPC477630
Remote Similarity	0.6024	NPC470549
Remote Similarity	0.6016	NPC469589
Remote Similarity	0.6	NPC470504
Remote Similarity	0.6	NPC239954
Remote Similarity	0.6	NPC296527
Remote Similarity	0.5992	NPC324149
Remote Similarity	0.5992	NPC101350
Remote Similarity	0.5992	NPC79213
Remote Similarity	0.5991	NPC85482
Remote Similarity	0.5985	NPC89987
Remote Similarity	0.5984	NPC149471
Remote Similarity	0.5984	NPC271215
Remote Similarity	0.5984	NPC47059
Remote Similarity	0.5984	NPC175150
Remote Similarity	0.5984	NPC476581
Remote Similarity	0.5984	NPC243633
Remote Similarity	0.5984	NPC118832
Remote Similarity	0.5984	NPC274291
Remote Similarity	0.5984	NPC36229
Remote Similarity	0.5984	NPC264166
Remote Similarity	0.5984	NPC16452
Remote Similarity	0.5984	NPC165349
Remote Similarity	0.5984	NPC329708
Remote Similarity	0.5976	NPC238945
Remote Similarity	0.5964	NPC152620
Remote Similarity	0.5961	NPC122436
Remote Similarity	0.5961	NPC130570
Remote Similarity	0.5959	NPC261388
Remote Similarity	0.5954	NPC184680
Remote Similarity	0.5954	NPC235685
Remote Similarity	0.5952	NPC303658
Remote Similarity	0.595	NPC315957
Remote Similarity	0.5948	NPC161887
Remote Similarity	0.5947	NPC148889
Remote Similarity	0.5944	NPC251036
Remote Similarity	0.5944	NPC94157
Remote Similarity	0.5944	NPC251160
Remote Similarity	0.5941	NPC303374
Remote Similarity	0.594	NPC20249
Remote Similarity	0.5939	NPC253675
Remote Similarity	0.5939	NPC24802
Remote Similarity	0.5938	NPC21638
Remote Similarity	0.5934	NPC74619
Remote Similarity	0.5932	NPC470785
Remote Similarity	0.5929	NPC46451
Remote Similarity	0.5927	NPC290689
Remote Similarity	0.5927	NPC5145
Remote Similarity	0.5924	NPC471448
Remote Similarity	0.5919	NPC53534
Remote Similarity	0.5917	NPC251090
Remote Similarity	0.5915	NPC204385

Drug Structure

NPD5920 OpenBabel08211708292D 34 37 0 0 1 0 0 0 0 0999 V2000 -6.7544 -4.0295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8228 -5.4991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1180 -3.2581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9092 -2.4991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8228 -2.4991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5586 -0.0073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2226 -1.1096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9092 -3.4991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8228 -3.4991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9222 0.7641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5861 -0.3382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3039 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2948 0.4484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5158 -0.5660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3133 1.2045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0232 -0.8001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7606 0.9624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0432 -1.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2088 -0.9441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0432 -3.9991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9635 0.2677 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.9359 0.5986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8314 -1.5500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0432 -0.9991 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.3557 1.7660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8452 -1.7154 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3409 0.1481 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1812 -0.6131 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0432 -4.9991 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4678 -2.3213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8936 -1.3489 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2995 1.3700 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.4954 -2.6523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 29 1 0 0 0 0 3 30 1 0 0 0 0 4 8 1 0 0 0 0 4 18 2 0 0 0 0 5 9 2 0 0 0 0 5 18 1 0 0 0 0 6 10 1 0 0 0 0 6 19 2 0 0 0 0 7 11 2 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 22 2 0 0 0 0 11 22 1 0 0 0 0 12 13 2 0 0 0 0 12 25 1 0 0 0 0 13 27 1 0 0 0 0 14 21 1 0 0 0 0 14 31 1 0 0 0 0 15 21 1 0 0 0 0 15 33 1 0 0 0 0 16 24 1 0 0 0 0 16 27 1 0 0 0 0 17 25 2 0 0 0 0 17 27 1 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 29 1 0 0 0 0 21 32 1 0 0 0 0 22 33 1 0 0 0 0 23 26 1 0 0 0 0 23 28 2 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 26 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015895
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	469.17
ALogP	0.5169
MLogP	3.11
XLogP	4.304
HDA	7
HBD	1
Rotatable Bonds	13
TPSA	109.14
RO5 Violation	1