NPASS drugs

Drug Information

Drug ID:	NPD4001
Drug Name:
Molecular Formula:	C20H23NO2
Canonical SMILES:	O/N=C1/CCC2=C3C=C[C@]4([C@H]([C@@H]3CCC2=C1)CCC4(O)C#C)C
Standard InCHI:	InChI=1S/C20H23NO2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21-23)5-7-15(13)16(17)8-10-19(18,20)2/h1,8,10,12,17-18,22-23H,4-7,9,11H2,2H3/b21-14-/t17-,18+,19+,20?/m1/s1
Standard InCHIKey:	SBDCBFADDSQCBB-AOHZZPQFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4001

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	65
0.1-0.2	689
0.2-0.3	6320
0.3-0.4	14125
0.4-0.5	7125
0.5-0.6	2335
0.6-0.7	230
0.7-0.8	1
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	0.766	NPC320665
Remote Similarity	0.6842	NPC201852
Remote Similarity	0.6813	NPC471468
Remote Similarity	0.6742	NPC475728
Remote Similarity	0.6737	NPC150506
Remote Similarity	0.6731	NPC240650
Remote Similarity	0.6703	NPC27395
Remote Similarity	0.6703	NPC329090
Remote Similarity	0.6701	NPC238485
Remote Similarity	0.6667	NPC271967
Remote Similarity	0.663	NPC319090
Remote Similarity	0.663	NPC328104
Remote Similarity	0.6602	NPC243985
Remote Similarity	0.6602	NPC280710
Remote Similarity	0.66	NPC2158
Remote Similarity	0.6598	NPC470384
Remote Similarity	0.6596	NPC307965
Remote Similarity	0.6596	NPC18603
Remote Similarity	0.6596	NPC477522
Remote Similarity	0.6596	NPC76931
Remote Similarity	0.6559	NPC96319
Remote Similarity	0.6559	NPC315261
Remote Similarity	0.6531	NPC231310
Remote Similarity	0.6495	NPC20853
Remote Similarity	0.6495	NPC189972
Remote Similarity	0.6489	NPC318495
Remote Similarity	0.6489	NPC155986
Remote Similarity	0.6489	NPC198968
Remote Similarity	0.6471	NPC135648
Remote Similarity	0.6471	NPC252809
Remote Similarity	0.6471	NPC107189
Remote Similarity	0.6471	NPC323153
Remote Similarity	0.6458	NPC26117
Remote Similarity	0.6458	NPC164840
Remote Similarity	0.6458	NPC209944
Remote Similarity	0.6458	NPC241290
Remote Similarity	0.6436	NPC470542
Remote Similarity	0.6429	NPC477852
Remote Similarity	0.6421	NPC205455
Remote Similarity	0.6421	NPC186191
Remote Similarity	0.6421	NPC477514
Remote Similarity	0.6421	NPC275910
Remote Similarity	0.6392	NPC264245
Remote Similarity	0.6392	NPC6707
Remote Similarity	0.6392	NPC47761
Remote Similarity	0.6383	NPC470362
Remote Similarity	0.6383	NPC321016
Remote Similarity	0.6383	NPC113733
Remote Similarity	0.6383	NPC107059
Remote Similarity	0.6383	NPC321381
Remote Similarity	0.6383	NPC471658
Remote Similarity	0.6374	NPC9161
Remote Similarity	0.6374	NPC49422
Remote Similarity	0.6354	NPC328714
Remote Similarity	0.6354	NPC1319
Remote Similarity	0.6353	NPC5698
Remote Similarity	0.6327	NPC470614
Remote Similarity	0.6327	NPC49964
Remote Similarity	0.6327	NPC1272
Remote Similarity	0.6327	NPC193347
Remote Similarity	0.6327	NPC87489
Remote Similarity	0.6327	NPC202389
Remote Similarity	0.6322	NPC474480
Remote Similarity	0.6316	NPC214570
Remote Similarity	0.6316	NPC475027
Remote Similarity	0.6311	NPC474964
Remote Similarity	0.6311	NPC69622
Remote Similarity	0.6311	NPC477288
Remote Similarity	0.6304	NPC471660
Remote Similarity	0.63	NPC474189
Remote Similarity	0.63	NPC474349
Remote Similarity	0.63	NPC318390
Remote Similarity	0.6296	NPC275686
Remote Similarity	0.6289	NPC324772
Remote Similarity	0.6289	NPC234193
Remote Similarity	0.6277	NPC285893
Remote Similarity	0.6277	NPC230301
Remote Similarity	0.6277	NPC28657
Remote Similarity	0.6277	NPC136188
Remote Similarity	0.6277	NPC134847
Remote Similarity	0.6277	NPC162742
Remote Similarity	0.6277	NPC288035
Remote Similarity	0.6277	NPC22105
Remote Similarity	0.6277	NPC304309
Remote Similarity	0.6273	NPC45365
Remote Similarity	0.6273	NPC474583
Remote Similarity	0.6273	NPC293299
Remote Similarity	0.6264	NPC269877
Remote Similarity	0.6264	NPC167272
Remote Similarity	0.6263	NPC83569
Remote Similarity	0.6263	NPC69279
Remote Similarity	0.625	NPC474216
Remote Similarity	0.625	NPC318136
Remote Similarity	0.625	NPC473943
Remote Similarity	0.625	NPC476064
Remote Similarity	0.625	NPC87604
Remote Similarity	0.6238	NPC293287
Remote Similarity	0.6238	NPC152808
Remote Similarity	0.6237	NPC474140
Remote Similarity	0.6224	NPC6434
Remote Similarity	0.6224	NPC320525
Remote Similarity	0.6211	NPC300324
Remote Similarity	0.6211	NPC73875
Remote Similarity	0.6211	NPC202642
Remote Similarity	0.6211	NPC46160
Remote Similarity	0.6211	NPC240604
Remote Similarity	0.6211	NPC129165
Remote Similarity	0.6211	NPC134330
Remote Similarity	0.6207	NPC63111
Remote Similarity	0.62	NPC472480
Remote Similarity	0.62	NPC205845
Remote Similarity	0.62	NPC124172
Remote Similarity	0.62	NPC209802
Remote Similarity	0.62	NPC144258
Remote Similarity	0.62	NPC474493
Remote Similarity	0.619	NPC472942
Remote Similarity	0.619	NPC250575
Remote Similarity	0.619	NPC310013
Remote Similarity	0.6186	NPC28862
Remote Similarity	0.6186	NPC84694
Remote Similarity	0.6186	NPC143182
Remote Similarity	0.6186	NPC47982
Remote Similarity	0.6186	NPC109546
Remote Similarity	0.6186	NPC81306
Remote Similarity	0.6182	NPC50815
Remote Similarity	0.618	NPC469326
Remote Similarity	0.618	NPC261782
Remote Similarity	0.618	NPC205618
Remote Similarity	0.618	NPC238352
Remote Similarity	0.618	NPC477009
Remote Similarity	0.6176	NPC287079
Remote Similarity	0.6176	NPC136548
Remote Similarity	0.6163	NPC469321
Remote Similarity	0.6162	NPC260956
Remote Similarity	0.6162	NPC50964
Remote Similarity	0.6154	NPC46281
Remote Similarity	0.6154	NPC216460
Remote Similarity	0.6146	NPC34019
Remote Similarity	0.6146	NPC475025
Remote Similarity	0.6139	NPC274448
Remote Similarity	0.6139	NPC157257
Remote Similarity	0.6129	NPC242001
Remote Similarity	0.6126	NPC90538
Remote Similarity	0.6122	NPC471656
Remote Similarity	0.6121	NPC56796
Remote Similarity	0.6117	NPC34754
Remote Similarity	0.6111	NPC279434
Remote Similarity	0.6105	NPC322353
Remote Similarity	0.6105	NPC141071
Remote Similarity	0.6105	NPC121744
Remote Similarity	0.6105	NPC471723
Remote Similarity	0.6105	NPC118508
Remote Similarity	0.6105	NPC257347
Remote Similarity	0.61	NPC320548
Remote Similarity	0.61	NPC477818
Remote Similarity	0.61	NPC475789
Remote Similarity	0.61	NPC474634
Remote Similarity	0.61	NPC310470
Remote Similarity	0.61	NPC472492
Remote Similarity	0.6095	NPC204341
Remote Similarity	0.6095	NPC471453
Remote Similarity	0.6087	NPC476431
Remote Similarity	0.6087	NPC144647
Remote Similarity	0.6082	NPC285761
Remote Similarity	0.6078	NPC89077
Remote Similarity	0.6078	NPC24277
Remote Similarity	0.6078	NPC261266
Remote Similarity	0.6075	NPC272732
Remote Similarity	0.6075	NPC311164
Remote Similarity	0.6064	NPC130665
Remote Similarity	0.6064	NPC471799
Remote Similarity	0.6061	NPC7505
Remote Similarity	0.6061	NPC470383
Remote Similarity	0.6061	NPC474531
Remote Similarity	0.6061	NPC474759
Remote Similarity	0.6061	NPC225515
Remote Similarity	0.6061	NPC201912
Remote Similarity	0.6061	NPC474683
Remote Similarity	0.6061	NPC23852
Remote Similarity	0.6061	NPC474752
Remote Similarity	0.6061	NPC474731
Remote Similarity	0.6061	NPC38350
Remote Similarity	0.6061	NPC82986
Remote Similarity	0.6061	NPC209620
Remote Similarity	0.6058	NPC268406
Remote Similarity	0.6058	NPC76879
Remote Similarity	0.6058	NPC2983
Remote Similarity	0.6058	NPC26959
Remote Similarity	0.6042	NPC310643
Remote Similarity	0.6042	NPC244488
Remote Similarity	0.6042	NPC247325
Remote Similarity	0.6042	NPC189883
Remote Similarity	0.604	NPC127606
Remote Similarity	0.604	NPC470077
Remote Similarity	0.604	NPC82902
Remote Similarity	0.604	NPC33913
Remote Similarity	0.604	NPC475798
Remote Similarity	0.6038	NPC66429
Remote Similarity	0.6038	NPC152897
Remote Similarity	0.6036	NPC471083

Drug Structure

NPD4001 OpenBabel08211704332D 25 28 0 0 1 0 0 0 0 0999 V2000 -0.7233 1.6233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8431 0.5224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5308 -3.4065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0589 -1.9453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6874 -2.9199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2161 -1.4587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5299 -0.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8417 -1.4602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8419 -0.4871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2167 -3.4061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3739 -2.9195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0592 -2.9190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3736 -1.9458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5302 -1.4592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6871 -1.9463 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8437 -1.4597 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8434 -0.4866 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.9022 -3.4053 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8425 0.4861 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9024 -4.3785 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7675 0.1852 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7454 -4.8649 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 3 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 6 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 7 15 1 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 21 2 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 6 1 1 0 0 0 17 18 1 0 0 0 0 18 19 1 6 0 0 0 19 20 1 1 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000642
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9578489
ChEBI
CAS Number

Drug Properties

Molecular Weight	309.17
ALogP	1.6377
MLogP	3.33
XLogP	2.289
HDA	1
HBD	2
Rotatable Bonds	3
TPSA	52.82
RO5 Violation	0