NPASS drugs

Drug Information

Drug ID:	NPD6495
Drug Name:
Molecular Formula:	C26H25NO5S
Canonical SMILES:	OC(=O)[C@@](Oc1ccccc1)(Cc1ccc(cc1)OCCc1nc(oc1C)c1cccs1)C
Standard InCHI:	InChI=1S/C26H25NO5S/c1-18-22(27-24(31-18)23-9-6-16-33-23)14-15-30-20-12-10-19(11-13-20)17-26(2,25(28)29)32-21-7-4-3-5-8-21/h3-13,16H,14-15,17H2,1-2H3,(H,28,29)/t26-/m0/s1
Standard InCHIKey:	KWSPYUOBNIMILB-SANMLTNESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6495

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	304
0.1-0.2	1859
0.2-0.3	8079
0.3-0.4	4990
0.4-0.5	12294
0.5-0.6	3031
0.6-0.7	324
0.7-0.8	9
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	0.7238	NPC314633
Intermediate Similarity	0.7115	NPC165964
Intermediate Similarity	0.7056	NPC477589
Intermediate Similarity	0.7056	NPC477587
Intermediate Similarity	0.7048	NPC315411
Intermediate Similarity	0.7	NPC477586
Intermediate Similarity	0.7	NPC477588
Intermediate Similarity	0.7	NPC477590
Intermediate Similarity	0.7	NPC477585
Remote Similarity	0.6996	NPC58209
Remote Similarity	0.6969	NPC161801
Remote Similarity	0.6962	NPC251036
Remote Similarity	0.6934	NPC315061
Remote Similarity	0.6905	NPC475844
Remote Similarity	0.6888	NPC131885
Remote Similarity	0.6885	NPC205372
Remote Similarity	0.6851	NPC472286
Remote Similarity	0.6851	NPC472287
Remote Similarity	0.685	NPC160100
Remote Similarity	0.6835	NPC475350
Remote Similarity	0.6835	NPC145178
Remote Similarity	0.6835	NPC14877
Remote Similarity	0.6827	NPC196718
Remote Similarity	0.6814	NPC238242
Remote Similarity	0.6811	NPC166712
Remote Similarity	0.6784	NPC208364
Remote Similarity	0.6774	NPC274640
Remote Similarity	0.6773	NPC34770
Remote Similarity	0.676	NPC102593
Remote Similarity	0.675	NPC38237
Remote Similarity	0.6736	NPC269367
Remote Similarity	0.6734	NPC140296
Remote Similarity	0.6721	NPC97746
Remote Similarity	0.6719	NPC188400
Remote Similarity	0.6719	NPC316224
Remote Similarity	0.6707	NPC478141
Remote Similarity	0.6692	NPC258048
Remote Similarity	0.668	NPC173250
Remote Similarity	0.668	NPC184408
Remote Similarity	0.6667	NPC230403
Remote Similarity	0.6655	NPC196449
Remote Similarity	0.6655	NPC314222
Remote Similarity	0.6653	NPC298436
Remote Similarity	0.664	NPC194740
Remote Similarity	0.664	NPC144452
Remote Similarity	0.6639	NPC146418
Remote Similarity	0.6637	NPC286195
Remote Similarity	0.663	NPC101312
Remote Similarity	0.6626	NPC16066
Remote Similarity	0.6616	NPC475301
Remote Similarity	0.6616	NPC85879
Remote Similarity	0.6616	NPC53255
Remote Similarity	0.6616	NPC326930
Remote Similarity	0.661	NPC470900
Remote Similarity	0.6592	NPC230683
Remote Similarity	0.6591	NPC13603
Remote Similarity	0.659	NPC203373
Remote Similarity	0.6587	NPC474688
Remote Similarity	0.6584	NPC232225
Remote Similarity	0.6584	NPC39500
Remote Similarity	0.6579	NPC185197
Remote Similarity	0.6579	NPC473833
Remote Similarity	0.6565	NPC313587
Remote Similarity	0.6565	NPC316110
Remote Similarity	0.6565	NPC315893
Remote Similarity	0.6559	NPC54066
Remote Similarity	0.6553	NPC472284
Remote Similarity	0.6545	NPC174576
Remote Similarity	0.6542	NPC321428
Remote Similarity	0.6541	NPC472436
Remote Similarity	0.6537	NPC168922
Remote Similarity	0.653	NPC209981
Remote Similarity	0.653	NPC328928
Remote Similarity	0.6528	NPC120513
Remote Similarity	0.6522	NPC217176
Remote Similarity	0.652	NPC313966
Remote Similarity	0.652	NPC314254
Remote Similarity	0.6502	NPC87413
Remote Similarity	0.6498	NPC470785
Remote Similarity	0.6496	NPC475196
Remote Similarity	0.6492	NPC323969
Remote Similarity	0.6492	NPC128115
Remote Similarity	0.6492	NPC225279
Remote Similarity	0.6491	NPC472435
Remote Similarity	0.6486	NPC124300
Remote Similarity	0.6486	NPC172355
Remote Similarity	0.6485	NPC317572
Remote Similarity	0.648	NPC51388
Remote Similarity	0.6479	NPC129897
Remote Similarity	0.6478	NPC216507
Remote Similarity	0.6478	NPC470901
Remote Similarity	0.6475	NPC475533
Remote Similarity	0.6475	NPC474428
Remote Similarity	0.6468	NPC471978
Remote Similarity	0.6466	NPC144381
Remote Similarity	0.6462	NPC291609
Remote Similarity	0.6459	NPC184680
Remote Similarity	0.6458	NPC471979
Remote Similarity	0.6454	NPC179287
Remote Similarity	0.6452	NPC208084
Remote Similarity	0.645	NPC475315
Remote Similarity	0.645	NPC324619
Remote Similarity	0.6439	NPC473188
Remote Similarity	0.6437	NPC472434
Remote Similarity	0.6437	NPC312645
Remote Similarity	0.6434	NPC187501
Remote Similarity	0.6431	NPC477516
Remote Similarity	0.6423	NPC146976
Remote Similarity	0.6423	NPC118228
Remote Similarity	0.6414	NPC94842
Remote Similarity	0.6412	NPC72715
Remote Similarity	0.6412	NPC310618
Remote Similarity	0.6407	NPC194040
Remote Similarity	0.6406	NPC329631
Remote Similarity	0.6405	NPC4687
Remote Similarity	0.6404	NPC318068
Remote Similarity	0.6403	NPC115282
Remote Similarity	0.6393	NPC219664
Remote Similarity	0.6392	NPC474701
Remote Similarity	0.6391	NPC320394
Remote Similarity	0.639	NPC257511
Remote Similarity	0.6388	NPC1608
Remote Similarity	0.6386	NPC288987
Remote Similarity	0.6385	NPC49672
Remote Similarity	0.6382	NPC324361
Remote Similarity	0.6382	NPC236668
Remote Similarity	0.6381	NPC208898
Remote Similarity	0.6371	NPC470784
Remote Similarity	0.6371	NPC474183
Remote Similarity	0.636	NPC174760
Remote Similarity	0.6356	NPC50562
Remote Similarity	0.6345	NPC309919
Remote Similarity	0.6345	NPC314270
Remote Similarity	0.6341	NPC203168
Remote Similarity	0.6337	NPC470042
Remote Similarity	0.6337	NPC227824
Remote Similarity	0.6336	NPC75179
Remote Similarity	0.6335	NPC198503
Remote Similarity	0.6332	NPC249662
Remote Similarity	0.6332	NPC15801
Remote Similarity	0.6332	NPC222592
Remote Similarity	0.6332	NPC168486
Remote Similarity	0.6331	NPC67658
Remote Similarity	0.6322	NPC148889
Remote Similarity	0.632	NPC313804
Remote Similarity	0.632	NPC315804
Remote Similarity	0.6318	NPC220408
Remote Similarity	0.6318	NPC39370
Remote Similarity	0.6318	NPC18487
Remote Similarity	0.6316	NPC89508
Remote Similarity	0.6316	NPC151781
Remote Similarity	0.6316	NPC316181
Remote Similarity	0.6316	NPC74562
Remote Similarity	0.6316	NPC67401
Remote Similarity	0.6314	NPC475190
Remote Similarity	0.6311	NPC470280
Remote Similarity	0.6311	NPC39679
Remote Similarity	0.6305	NPC169402
Remote Similarity	0.6304	NPC473186
Remote Similarity	0.6295	NPC150239
Remote Similarity	0.6293	NPC241025
Remote Similarity	0.6293	NPC473187
Remote Similarity	0.6293	NPC295158
Remote Similarity	0.629	NPC477979
Remote Similarity	0.6283	NPC472589
Remote Similarity	0.628	NPC303658
Remote Similarity	0.6279	NPC323198
Remote Similarity	0.6279	NPC323752
Remote Similarity	0.6275	NPC186351
Remote Similarity	0.6271	NPC165538
Remote Similarity	0.6271	NPC469961
Remote Similarity	0.627	NPC280799
Remote Similarity	0.627	NPC249583
Remote Similarity	0.6269	NPC471015
Remote Similarity	0.6269	NPC472588
Remote Similarity	0.6265	NPC260434
Remote Similarity	0.6255	NPC122427
Remote Similarity	0.6255	NPC168209
Remote Similarity	0.625	NPC180668
Remote Similarity	0.625	NPC471013
Remote Similarity	0.625	NPC148896
Remote Similarity	0.6245	NPC279401
Remote Similarity	0.6245	NPC216612
Remote Similarity	0.6245	NPC79293
Remote Similarity	0.624	NPC223189
Remote Similarity	0.624	NPC471004
Remote Similarity	0.624	NPC246658
Remote Similarity	0.623	NPC300156
Remote Similarity	0.6225	NPC116238
Remote Similarity	0.6217	NPC10904
Remote Similarity	0.6217	NPC51854
Remote Similarity	0.6216	NPC141053
Remote Similarity	0.6215	NPC247803
Remote Similarity	0.6214	NPC75498
Remote Similarity	0.6207	NPC240384
Remote Similarity	0.6206	NPC121069
Remote Similarity	0.6204	NPC152620
Remote Similarity	0.62	NPC322064
Remote Similarity	0.6198	NPC470586
Remote Similarity	0.6197	NPC149571

Drug Structure

NPD6495 OpenBabel08211710072D 34 37 0 0 1 0 0 0 0 0999 V2000 0.4612 -1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5109 4.1277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0109 3.2617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 4.1277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9894 2.9820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5109 2.3956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0109 3.2617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8849 1.9875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0759 3.3887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 1.1636 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 6.7788 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 2.3956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 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 9.3769 0.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 0.6636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 0.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 -0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 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 9.0109 1.5296 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5933 2.6456 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 10.2429 -1.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 1 0 0 0 0 6 16 2 0 0 0 0 7 21 2 0 0 0 0 8 21 1 0 0 0 0 9 23 2 0 0 0 0 10 12 1 0 0 0 0 10 19 2 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 0 0 0 0 15 30 1 0 0 0 0 16 33 1 0 0 0 0 17 19 1 0 0 0 0 17 26 1 0 0 0 0 18 22 2 0 0 0 0 18 31 1 0 0 0 0 20 30 1 0 0 0 0 21 32 1 0 0 0 0 22 27 1 0 0 0 0 23 24 1 0 0 0 0 23 33 1 0 0 0 0 24 27 2 0 0 0 0 24 31 1 0 0 0 0 25 26 1 0 0 0 0 25 28 2 0 0 0 0 25 29 1 0 0 0 0 26 2 1 1 0 0 0 26 32 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011731
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9890585
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.15
ALogP	0.5274
MLogP	3.55
XLogP	6.86
HDA	3
HBD	1
Rotatable Bonds	13
TPSA	110.03
RO5 Violation	1