NPASS drugs

Drug Information

Drug ID:	NPD2951
Drug Name:	L-697639
Molecular Formula:	C18H21N3O2
Canonical SMILES:	CCc1cc(NCc2nc3c(o2)c(C)ccc3C)c(nc1C)O
Standard InCHI:	InChI=1S/C18H21N3O2/c1-5-13-8-14(18(22)20-12(13)4)19-9-15-21-16-10(2)6-7-11(3)17(16)23-15/h6-8,19H,5,9H2,1-4H3,(H,20,22)
Standard InCHIKey:	VDZJXIOFISBBLT-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2951

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	386
0.1-0.2	2643
0.2-0.3	9814
0.3-0.4	3470
0.4-0.5	11109
0.5-0.6	2333
0.6-0.7	998
0.7-0.8	137
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	0.789	NPC161801
Intermediate Similarity	0.7763	NPC314633
Intermediate Similarity	0.7713	NPC38237
Intermediate Similarity	0.7686	NPC205372
Intermediate Similarity	0.7682	NPC196718
Intermediate Similarity	0.7664	NPC230403
Intermediate Similarity	0.7634	NPC474428
Intermediate Similarity	0.7632	NPC323969
Intermediate Similarity	0.7607	NPC102593
Intermediate Similarity	0.7588	NPC288987
Intermediate Similarity	0.7568	NPC270918
Intermediate Similarity	0.7561	NPC258048
Intermediate Similarity	0.7533	NPC322064
Intermediate Similarity	0.7531	NPC165964
Intermediate Similarity	0.7531	NPC148889
Intermediate Similarity	0.7489	NPC321428
Intermediate Similarity	0.7479	NPC194740
Intermediate Similarity	0.7467	NPC131885
Intermediate Similarity	0.7467	NPC184408
Intermediate Similarity	0.7445	NPC476287
Intermediate Similarity	0.7438	NPC208522
Intermediate Similarity	0.7417	NPC41501
Intermediate Similarity	0.7412	NPC477979
Intermediate Similarity	0.7404	NPC274640
Intermediate Similarity	0.7403	NPC225279
Intermediate Similarity	0.7395	NPC182222
Intermediate Similarity	0.7382	NPC51388
Intermediate Similarity	0.7379	NPC53534
Intermediate Similarity	0.7368	NPC324361
Intermediate Similarity	0.7362	NPC257851
Intermediate Similarity	0.7357	NPC187501
Intermediate Similarity	0.7353	NPC329631
Intermediate Similarity	0.735	NPC179287
Intermediate Similarity	0.7348	NPC312645
Intermediate Similarity	0.7346	NPC196449
Intermediate Similarity	0.7346	NPC314222
Intermediate Similarity	0.7344	NPC477588
Intermediate Similarity	0.7344	NPC477586
Intermediate Similarity	0.7344	NPC477585
Intermediate Similarity	0.7344	NPC477590
Intermediate Similarity	0.7342	NPC260434
Intermediate Similarity	0.7339	NPC478141
Intermediate Similarity	0.7339	NPC144452
Intermediate Similarity	0.7336	NPC118228
Intermediate Similarity	0.7325	NPC142385
Intermediate Similarity	0.7321	NPC472259
Intermediate Similarity	0.7311	NPC473186
Intermediate Similarity	0.7311	NPC49547
Intermediate Similarity	0.7308	NPC122436
Intermediate Similarity	0.7304	NPC8022
Intermediate Similarity	0.7304	NPC470799
Intermediate Similarity	0.7293	NPC39500
Intermediate Similarity	0.7287	NPC67401
Intermediate Similarity	0.7283	NPC227824
Intermediate Similarity	0.7277	NPC476138
Intermediate Similarity	0.7277	NPC245816
Intermediate Similarity	0.7273	NPC293151
Intermediate Similarity	0.7269	NPC474701
Intermediate Similarity	0.7269	NPC474688
Intermediate Similarity	0.7261	NPC477589
Intermediate Similarity	0.7261	NPC477587
Intermediate Similarity	0.725	NPC39370
Intermediate Similarity	0.7244	NPC132539
Intermediate Similarity	0.7243	NPC475844
Intermediate Similarity	0.724	NPC141454
Intermediate Similarity	0.7231	NPC101350
Intermediate Similarity	0.7217	NPC89508
Intermediate Similarity	0.7215	NPC140296
Intermediate Similarity	0.7215	NPC157931
Intermediate Similarity	0.7206	NPC63971
Intermediate Similarity	0.7206	NPC91868
Intermediate Similarity	0.7205	NPC152620
Intermediate Similarity	0.7202	NPC144381
Intermediate Similarity	0.72	NPC476098
Intermediate Similarity	0.719	NPC15801
Intermediate Similarity	0.719	NPC235685
Intermediate Similarity	0.7186	NPC16066
Intermediate Similarity	0.7184	NPC316224
Intermediate Similarity	0.7181	NPC283117
Intermediate Similarity	0.7175	NPC476167
Intermediate Similarity	0.7174	NPC118940
Intermediate Similarity	0.7173	NPC470018
Intermediate Similarity	0.717	NPC286195
Intermediate Similarity	0.7167	NPC303658
Intermediate Similarity	0.7167	NPC207686
Intermediate Similarity	0.7165	NPC209981
Intermediate Similarity	0.7162	NPC269367
Intermediate Similarity	0.7154	NPC185197
Intermediate Similarity	0.7149	NPC280799
Intermediate Similarity	0.7143	NPC72905
Intermediate Similarity	0.7143	NPC74575
Intermediate Similarity	0.7137	NPC208084
Intermediate Similarity	0.7137	NPC132385
Intermediate Similarity	0.7131	NPC97746
Intermediate Similarity	0.713	NPC192315
Intermediate Similarity	0.7126	NPC72715
Intermediate Similarity	0.7124	NPC223427
Intermediate Similarity	0.7124	NPC27041
Intermediate Similarity	0.7124	NPC165599
Intermediate Similarity	0.7114	NPC291609
Intermediate Similarity	0.7114	NPC160100
Intermediate Similarity	0.7108	NPC26543
Intermediate Similarity	0.7106	NPC472099
Intermediate Similarity	0.71	NPC26679
Intermediate Similarity	0.71	NPC473180
Intermediate Similarity	0.7098	NPC230683
Intermediate Similarity	0.7097	NPC42591
Intermediate Similarity	0.7097	NPC218388
Intermediate Similarity	0.7095	NPC477516
Intermediate Similarity	0.7094	NPC174576
Intermediate Similarity	0.708	NPC473800
Intermediate Similarity	0.7074	NPC287208
Intermediate Similarity	0.7073	NPC124300
Intermediate Similarity	0.7056	NPC146418
Intermediate Similarity	0.7056	NPC58209
Intermediate Similarity	0.7056	NPC220337
Intermediate Similarity	0.7056	NPC294375
Intermediate Similarity	0.7051	NPC305984
Intermediate Similarity	0.7049	NPC6786
Intermediate Similarity	0.7046	NPC216612
Intermediate Similarity	0.7043	NPC185782
Intermediate Similarity	0.7043	NPC209769
Intermediate Similarity	0.7042	NPC471762
Intermediate Similarity	0.7035	NPC470586
Intermediate Similarity	0.7034	NPC150239
Intermediate Similarity	0.7027	NPC475190
Intermediate Similarity	0.7024	NPC244543
Intermediate Similarity	0.7022	NPC128823
Intermediate Similarity	0.7017	NPC322482
Intermediate Similarity	0.7013	NPC123839
Intermediate Similarity	0.7004	NPC57398
Intermediate Similarity	0.7	NPC110741
Intermediate Similarity	0.7	NPC101312
Intermediate Similarity	0.7	NPC266249
Intermediate Similarity	0.7	NPC473185
Intermediate Similarity	0.7	NPC82548
Intermediate Similarity	0.7	NPC478078
Remote Similarity	0.6992	NPC473179
Remote Similarity	0.6992	NPC282346
Remote Similarity	0.6988	NPC310618
Remote Similarity	0.6987	NPC473449
Remote Similarity	0.6983	NPC9894
Remote Similarity	0.698	NPC240384
Remote Similarity	0.698	NPC184680
Remote Similarity	0.698	NPC472061
Remote Similarity	0.6974	NPC475774
Remote Similarity	0.6967	NPC34770
Remote Similarity	0.6966	NPC50562
Remote Similarity	0.6962	NPC132642
Remote Similarity	0.6957	NPC244741
Remote Similarity	0.6951	NPC470784
Remote Similarity	0.6951	NPC470785
Remote Similarity	0.6949	NPC247803
Remote Similarity	0.6948	NPC78609
Remote Similarity	0.6947	NPC18487
Remote Similarity	0.6946	NPC229893
Remote Similarity	0.6946	NPC94842
Remote Similarity	0.6944	NPC137353
Remote Similarity	0.694	NPC471304
Remote Similarity	0.6936	NPC67658
Remote Similarity	0.6936	NPC152768
Remote Similarity	0.6936	NPC148183
Remote Similarity	0.6935	NPC473639
Remote Similarity	0.6935	NPC166712
Remote Similarity	0.6933	NPC60621
Remote Similarity	0.6923	NPC242928
Remote Similarity	0.6923	NPC250448
Remote Similarity	0.6923	NPC232225
Remote Similarity	0.692	NPC298436
Remote Similarity	0.6916	NPC19872
Remote Similarity	0.6913	NPC472286
Remote Similarity	0.6913	NPC300156
Remote Similarity	0.6913	NPC45190
Remote Similarity	0.6913	NPC472287
Remote Similarity	0.691	NPC87413
Remote Similarity	0.6905	NPC203373
Remote Similarity	0.6902	NPC478083
Remote Similarity	0.6901	NPC66777
Remote Similarity	0.6898	NPC97902
Remote Similarity	0.6897	NPC174672
Remote Similarity	0.6894	NPC66191
Remote Similarity	0.6894	NPC314817
Remote Similarity	0.6894	NPC316297
Remote Similarity	0.6891	NPC128115
Remote Similarity	0.689	NPC472588
Remote Similarity	0.6883	NPC53344
Remote Similarity	0.688	NPC94157
Remote Similarity	0.6877	NPC316110
Remote Similarity	0.6877	NPC315893
Remote Similarity	0.6877	NPC133609
Remote Similarity	0.6877	NPC313587
Remote Similarity	0.6872	NPC118511
Remote Similarity	0.6871	NPC315499
Remote Similarity	0.687	NPC57453
Remote Similarity	0.687	NPC477549
Remote Similarity	0.6867	NPC470020
Remote Similarity	0.6867	NPC199667
Remote Similarity	0.6865	NPC270515
Remote Similarity	0.6862	NPC198503
Remote Similarity	0.6857	NPC172222

Drug Structure

NPD2951 OpenBabel08211702562D 25 27 0 0 0 0 0 0 0 0999 V2000 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4049 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4049 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4049 -1.0000 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 -0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 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 4.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 13 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 9 19 1 0 0 0 0 10 16 2 0 0 0 0 11 17 2 0 0 0 0 12 13 1 0 0 0 0 12 20 2 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 15 21 2 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001245
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	311.16
ALogP	1.0072
MLogP	2.89
XLogP	3.916
HDA	3
HBD	2
Rotatable Bonds	9
TPSA	71.18
RO5 Violation	0