NPASS drugs

Drug Information

Drug ID:	NPD2204
Drug Name:
Molecular Formula:	C16H23NO6
Canonical SMILES:	O=C1O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]([C@H]1C)(C)O)(C)O
Standard InCHI:	InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1
Standard InCHIKey:	QVCMHGGNRFRMAD-XFGHUUIASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2204

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	411
0.2-0.3	2773
0.3-0.4	14897
0.4-0.5	9005
0.5-0.6	3406
0.6-0.7	307
0.7-0.8	9
0.8-0.85	1
0.85-0.9	7
0.9-0.95	7
0.95-1	2

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
High Similarity	1.0	NPC30911
High Similarity	1.0	NPC316984
High Similarity	0.9223	NPC64168
High Similarity	0.9126	NPC279833
High Similarity	0.9126	NPC80439
High Similarity	0.9126	NPC173690
High Similarity	0.9126	NPC6271
High Similarity	0.9091	NPC201889
High Similarity	0.9091	NPC106791
High Similarity	0.8899	NPC130124
High Similarity	0.8899	NPC193471
High Similarity	0.885	NPC23963
High Similarity	0.8584	NPC284656
High Similarity	0.8545	NPC181510
High Similarity	0.8545	NPC168758
High Similarity	0.8545	NPC47857
Intermediate Similarity	0.8103	NPC235625
Intermediate Similarity	0.7672	NPC275100
Intermediate Similarity	0.7652	NPC195435
Intermediate Similarity	0.7652	NPC196073
Intermediate Similarity	0.7521	NPC474497
Intermediate Similarity	0.7355	NPC156336
Intermediate Similarity	0.7355	NPC200412
Intermediate Similarity	0.7355	NPC120599
Intermediate Similarity	0.7094	NPC271562
Intermediate Similarity	0.7025	NPC469597
Remote Similarity	0.696	NPC230849
Remote Similarity	0.6953	NPC474371
Remote Similarity	0.686	NPC474431
Remote Similarity	0.686	NPC474411
Remote Similarity	0.681	NPC188785
Remote Similarity	0.6789	NPC52533
Remote Similarity	0.6769	NPC314282
Remote Similarity	0.6767	NPC133089
Remote Similarity	0.6752	NPC473289
Remote Similarity	0.6752	NPC474244
Remote Similarity	0.675	NPC474099
Remote Similarity	0.6718	NPC471086
Remote Similarity	0.6696	NPC52820
Remote Similarity	0.6695	NPC68001
Remote Similarity	0.6695	NPC199831
Remote Similarity	0.6695	NPC474828
Remote Similarity	0.6695	NPC474827
Remote Similarity	0.6693	NPC11379
Remote Similarity	0.6667	NPC150041
Remote Similarity	0.6667	NPC318445
Remote Similarity	0.6667	NPC316133
Remote Similarity	0.664	NPC30196
Remote Similarity	0.6638	NPC471144
Remote Similarity	0.6617	NPC215507
Remote Similarity	0.6617	NPC477988
Remote Similarity	0.6615	NPC471087
Remote Similarity	0.6615	NPC314451
Remote Similarity	0.6615	NPC477985
Remote Similarity	0.6615	NPC314512
Remote Similarity	0.6615	NPC313342
Remote Similarity	0.6615	NPC313333
Remote Similarity	0.6615	NPC326386
Remote Similarity	0.6593	NPC120420
Remote Similarity	0.6587	NPC6531
Remote Similarity	0.6587	NPC65045
Remote Similarity	0.6581	NPC475949
Remote Similarity	0.6567	NPC120335
Remote Similarity	0.6567	NPC316401
Remote Similarity	0.6565	NPC477987
Remote Similarity	0.6565	NPC329401
Remote Similarity	0.6555	NPC475945
Remote Similarity	0.6555	NPC475871
Remote Similarity	0.6552	NPC476344
Remote Similarity	0.6545	NPC478112
Remote Similarity	0.6544	NPC471256
Remote Similarity	0.6544	NPC99864
Remote Similarity	0.6535	NPC174463
Remote Similarity	0.6532	NPC261750
Remote Similarity	0.6532	NPC1111
Remote Similarity	0.6525	NPC474742
Remote Similarity	0.6509	NPC99651
Remote Similarity	0.6504	NPC469603
Remote Similarity	0.65	NPC469604
Remote Similarity	0.65	NPC474741
Remote Similarity	0.6493	NPC307165
Remote Similarity	0.6484	NPC471261
Remote Similarity	0.6471	NPC149371
Remote Similarity	0.6471	NPC474747
Remote Similarity	0.6466	NPC477793
Remote Similarity	0.6466	NPC329919
Remote Similarity	0.646	NPC316228
Remote Similarity	0.6446	NPC93179
Remote Similarity	0.6429	NPC472536
Remote Similarity	0.6429	NPC103391
Remote Similarity	0.6423	NPC38154
Remote Similarity	0.6417	NPC4620
Remote Similarity	0.6417	NPC475873
Remote Similarity	0.6412	NPC477990
Remote Similarity	0.6412	NPC293550
Remote Similarity	0.6412	NPC477989
Remote Similarity	0.6412	NPC471255
Remote Similarity	0.6412	NPC323168
Remote Similarity	0.6412	NPC111162
Remote Similarity	0.6404	NPC9447
Remote Similarity	0.64	NPC60432
Remote Similarity	0.64	NPC43648
Remote Similarity	0.6396	NPC469860
Remote Similarity	0.6396	NPC469861
Remote Similarity	0.6396	NPC130436
Remote Similarity	0.6396	NPC278283
Remote Similarity	0.6393	NPC26617
Remote Similarity	0.6391	NPC204556
Remote Similarity	0.6387	NPC46998
Remote Similarity	0.6387	NPC47880
Remote Similarity	0.6387	NPC133907
Remote Similarity	0.6387	NPC474339
Remote Similarity	0.6387	NPC128733
Remote Similarity	0.6387	NPC185141
Remote Similarity	0.6387	NPC164598
Remote Similarity	0.6387	NPC110443
Remote Similarity	0.6385	NPC470000
Remote Similarity	0.6379	NPC475659
Remote Similarity	0.6364	NPC44514
Remote Similarity	0.6364	NPC220964
Remote Similarity	0.6364	NPC472756
Remote Similarity	0.6364	NPC475676
Remote Similarity	0.6364	NPC212363
Remote Similarity	0.6348	NPC476300
Remote Similarity	0.6348	NPC81419
Remote Similarity	0.6348	NPC179746
Remote Similarity	0.6348	NPC475912
Remote Similarity	0.6343	NPC173173
Remote Similarity	0.6341	NPC70235
Remote Similarity	0.6333	NPC471148
Remote Similarity	0.6325	NPC477921
Remote Similarity	0.6325	NPC473859
Remote Similarity	0.632	NPC58281
Remote Similarity	0.6316	NPC474232
Remote Similarity	0.6316	NPC51004
Remote Similarity	0.6316	NPC473619
Remote Similarity	0.6316	NPC471263
Remote Similarity	0.6311	NPC9303
Remote Similarity	0.6311	NPC16313
Remote Similarity	0.6296	NPC316205
Remote Similarity	0.6296	NPC315387
Remote Similarity	0.6288	NPC314629
Remote Similarity	0.6283	NPC476803
Remote Similarity	0.6283	NPC287089
Remote Similarity	0.627	NPC276995
Remote Similarity	0.627	NPC76660
Remote Similarity	0.6269	NPC476951
Remote Similarity	0.6261	NPC473321
Remote Similarity	0.6261	NPC118844
Remote Similarity	0.6261	NPC299808
Remote Similarity	0.6261	NPC30515
Remote Similarity	0.6261	NPC184463
Remote Similarity	0.6261	NPC110875
Remote Similarity	0.6261	NPC208886
Remote Similarity	0.6261	NPC72183
Remote Similarity	0.6261	NPC12172
Remote Similarity	0.626	NPC194620
Remote Similarity	0.626	NPC477513
Remote Similarity	0.626	NPC474421
Remote Similarity	0.626	NPC72813
Remote Similarity	0.626	NPC326994
Remote Similarity	0.626	NPC324327
Remote Similarity	0.625	NPC472753
Remote Similarity	0.625	NPC469910
Remote Similarity	0.625	NPC476270
Remote Similarity	0.6241	NPC469999
Remote Similarity	0.6239	NPC471142
Remote Similarity	0.6239	NPC14961
Remote Similarity	0.6239	NPC36954
Remote Similarity	0.6239	NPC477922
Remote Similarity	0.6239	NPC270013
Remote Similarity	0.6239	NPC475900
Remote Similarity	0.6231	NPC138534
Remote Similarity	0.6231	NPC477986
Remote Similarity	0.623	NPC203659
Remote Similarity	0.623	NPC100487
Remote Similarity	0.623	NPC205176
Remote Similarity	0.6228	NPC473564
Remote Similarity	0.6228	NPC307411
Remote Similarity	0.6218	NPC473326
Remote Similarity	0.6216	NPC32676
Remote Similarity	0.6212	NPC471262
Remote Similarity	0.621	NPC474664
Remote Similarity	0.621	NPC117604
Remote Similarity	0.621	NPC327286
Remote Similarity	0.621	NPC233379
Remote Similarity	0.621	NPC169888
Remote Similarity	0.621	NPC14862
Remote Similarity	0.621	NPC55972
Remote Similarity	0.6207	NPC212486
Remote Similarity	0.6207	NPC475302
Remote Similarity	0.6207	NPC469692
Remote Similarity	0.6207	NPC469645
Remote Similarity	0.6207	NPC165383
Remote Similarity	0.6202	NPC469997
Remote Similarity	0.6198	NPC183571
Remote Similarity	0.6198	NPC472754
Remote Similarity	0.6195	NPC266957
Remote Similarity	0.6194	NPC309525
Remote Similarity	0.6186	NPC476009

Drug Structure

NPD2204 OpenBabel08211701392D 25 27 0 0 1 0 0 0 0 0999 V2000 0.7226 2.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6533 1.1698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0084 -0.2702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1442 -2.6733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7507 0.1091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1824 -2.5642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1753 -0.8445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9928 -1.7196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9928 0.9928 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7196 -1.7196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7125 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4954 -1.0211 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7196 0.9928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.7268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3634 0.6294 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3995 -1.5431 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.9898 2.0012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0084 -0.9970 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0932 1.6378 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7382 0.7382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3634 -1.3562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3491 0.6294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9151 1.9080 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7465 0.4680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 15 1 0 0 0 0 4 6 1 0 0 0 0 4 10 2 0 0 0 0 5 7 1 0 0 0 0 6 17 1 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 13 1 0 0 0 0 9 15 1 1 0 0 0 10 12 1 0 0 0 0 11 5 1 6 0 0 0 11 12 1 0 0 0 0 11 23 1 0 0 0 0 12 17 1 6 0 0 0 13 18 2 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 19 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 6 0 0 0 15 20 1 0 0 0 0 16 3 1 1 0 0 0 16 21 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001636
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9415
ChEBI
CAS Number

Drug Properties

Molecular Weight	325.15
ALogP	-0.5674
MLogP	2.45
XLogP	0.018
HDA	7
HBD	2
Rotatable Bonds	5
TPSA	96.3
RO5 Violation	0