NPASS drugs

Drug Information

Drug ID:	NPD2972
Drug Name:	Codeine
Molecular Formula:	C18H21NO3
Canonical SMILES:	COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4C=C[C@@H]1O)C
Standard InCHI:	InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
Standard InCHIKey:	OROGSEYTTFOCAN-DNJOTXNNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2972

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	236
0.1-0.2	1080
0.2-0.3	2626
0.3-0.4	7304
0.4-0.5	6342
0.5-0.6	6596
0.6-0.7	6475
0.7-0.8	209
0.8-0.85	10
0.85-0.9	2
0.9-0.95	2
0.95-1	8

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	NPC43069
High Similarity	1.0	NPC140577
High Similarity	0.9889	NPC67346
High Similarity	0.9779	NPC232533
High Similarity	0.9674	NPC157958
High Similarity	0.967	NPC97086
High Similarity	0.967	NPC243483
High Similarity	0.9665	NPC174783
High Similarity	0.9409	NPC126211
High Similarity	0.9402	NPC311781
High Similarity	0.8956	NPC214629
High Similarity	0.8689	NPC115906
Intermediate Similarity	0.8486	NPC298339
Intermediate Similarity	0.8385	NPC66909
Intermediate Similarity	0.8308	NPC254045
Intermediate Similarity	0.8308	NPC64576
Intermediate Similarity	0.8308	NPC201055
Intermediate Similarity	0.8308	NPC151470
Intermediate Similarity	0.8177	NPC196231
Intermediate Similarity	0.8081	NPC244191
Intermediate Similarity	0.8021	NPC162694
Intermediate Similarity	0.801	NPC279665
Intermediate Similarity	0.7959	NPC33256
Intermediate Similarity	0.7946	NPC124657
Intermediate Similarity	0.7906	NPC305847
Intermediate Similarity	0.7879	NPC293624
Intermediate Similarity	0.7865	NPC302449
Intermediate Similarity	0.7842	NPC35680
Intermediate Similarity	0.7826	NPC475780
Intermediate Similarity	0.7796	NPC3375
Intermediate Similarity	0.7796	NPC255607
Intermediate Similarity	0.7783	NPC476500
Intermediate Similarity	0.7766	NPC94499
Intermediate Similarity	0.776	NPC180756
Intermediate Similarity	0.776	NPC323443
Intermediate Similarity	0.7696	NPC80472
Intermediate Similarity	0.7634	NPC226428
Intermediate Similarity	0.7549	NPC286135
Intermediate Similarity	0.7526	NPC284842
Intermediate Similarity	0.7525	NPC141440
Intermediate Similarity	0.75	NPC227683
Intermediate Similarity	0.7452	NPC106840
Intermediate Similarity	0.7452	NPC476495
Intermediate Similarity	0.7452	NPC94687
Intermediate Similarity	0.7446	NPC85747
Intermediate Similarity	0.7446	NPC8337
Intermediate Similarity	0.7423	NPC329969
Intermediate Similarity	0.7404	NPC326895
Intermediate Similarity	0.7387	NPC230098
Intermediate Similarity	0.7383	NPC82056
Intermediate Similarity	0.7371	NPC38964
Intermediate Similarity	0.7366	NPC474427
Intermediate Similarity	0.7358	NPC263212
Intermediate Similarity	0.7354	NPC249274
Intermediate Similarity	0.7353	NPC83019
Intermediate Similarity	0.7333	NPC46990
Intermediate Similarity	0.7333	NPC476496
Intermediate Similarity	0.733	NPC35345
Intermediate Similarity	0.7323	NPC233718
Intermediate Similarity	0.7312	NPC475718
Intermediate Similarity	0.731	NPC474745
Intermediate Similarity	0.731	NPC27887
Intermediate Similarity	0.731	NPC32154
Intermediate Similarity	0.731	NPC149285
Intermediate Similarity	0.731	NPC126284
Intermediate Similarity	0.7306	NPC470324
Intermediate Similarity	0.7304	NPC475713
Intermediate Similarity	0.7304	NPC204580
Intermediate Similarity	0.7304	NPC474432
Intermediate Similarity	0.7297	NPC474556
Intermediate Similarity	0.7296	NPC241704
Intermediate Similarity	0.7287	NPC476443
Intermediate Similarity	0.7287	NPC133817
Intermediate Similarity	0.7277	NPC63152
Intermediate Similarity	0.7277	NPC476569
Intermediate Similarity	0.7268	NPC191012
Intermediate Similarity	0.7263	NPC205167
Intermediate Similarity	0.7259	NPC474325
Intermediate Similarity	0.7254	NPC81218
Intermediate Similarity	0.7254	NPC158376
Intermediate Similarity	0.7254	NPC474931
Intermediate Similarity	0.7254	NPC12053
Intermediate Similarity	0.7254	NPC306555
Intermediate Similarity	0.7254	NPC117188
Intermediate Similarity	0.7254	NPC205421
Intermediate Similarity	0.7254	NPC145832
Intermediate Similarity	0.7249	NPC478159
Intermediate Similarity	0.7249	NPC78359
Intermediate Similarity	0.7249	NPC40389
Intermediate Similarity	0.7249	NPC478161
Intermediate Similarity	0.7249	NPC65490
Intermediate Similarity	0.7249	NPC315707
Intermediate Similarity	0.7249	NPC148014
Intermediate Similarity	0.724	NPC96603
Intermediate Similarity	0.724	NPC212794
Intermediate Similarity	0.724	NPC196447
Intermediate Similarity	0.724	NPC13504
Intermediate Similarity	0.724	NPC78222
Intermediate Similarity	0.724	NPC477563
Intermediate Similarity	0.724	NPC136508
Intermediate Similarity	0.724	NPC306843
Intermediate Similarity	0.724	NPC253043
Intermediate Similarity	0.7236	NPC248642
Intermediate Similarity	0.7233	NPC267414
Intermediate Similarity	0.7222	NPC99179
Intermediate Similarity	0.7216	NPC41689
Intermediate Similarity	0.7208	NPC237044
Intermediate Similarity	0.72	NPC156576
Intermediate Similarity	0.72	NPC104682
Intermediate Similarity	0.72	NPC474746
Intermediate Similarity	0.72	NPC475981
Intermediate Similarity	0.7196	NPC147091
Intermediate Similarity	0.7188	NPC324144
Intermediate Similarity	0.7188	NPC1229
Intermediate Similarity	0.7181	NPC115869
Intermediate Similarity	0.7179	NPC329911
Intermediate Similarity	0.7179	NPC255787
Intermediate Similarity	0.7173	NPC166014
Intermediate Similarity	0.7173	NPC18402
Intermediate Similarity	0.7173	NPC4304
Intermediate Similarity	0.7173	NPC27410
Intermediate Similarity	0.7172	NPC294790
Intermediate Similarity	0.7172	NPC320223
Intermediate Similarity	0.7172	NPC114364
Intermediate Similarity	0.7172	NPC118633
Intermediate Similarity	0.7172	NPC148693
Intermediate Similarity	0.7158	NPC180901
Intermediate Similarity	0.7158	NPC300757
Intermediate Similarity	0.7157	NPC128560
Intermediate Similarity	0.7157	NPC199465
Intermediate Similarity	0.7157	NPC304675
Intermediate Similarity	0.7157	NPC229166
Intermediate Similarity	0.7151	NPC469540
Intermediate Similarity	0.7151	NPC469539
Intermediate Similarity	0.715	NPC207239
Intermediate Similarity	0.715	NPC47191
Intermediate Similarity	0.7143	NPC129578
Intermediate Similarity	0.7143	NPC131121
Intermediate Similarity	0.7143	NPC150131
Intermediate Similarity	0.7143	NPC186392
Intermediate Similarity	0.7143	NPC60211
Intermediate Similarity	0.7136	NPC24228
Intermediate Similarity	0.7129	NPC8927
Intermediate Similarity	0.7128	NPC470924
Intermediate Similarity	0.7128	NPC160570
Intermediate Similarity	0.712	NPC118804
Intermediate Similarity	0.712	NPC288353
Intermediate Similarity	0.7114	NPC475566
Intermediate Similarity	0.7114	NPC244903
Intermediate Similarity	0.7108	NPC226708
Intermediate Similarity	0.7101	NPC73020
Intermediate Similarity	0.7101	NPC14622
Intermediate Similarity	0.7101	NPC215098
Intermediate Similarity	0.7101	NPC46744
Intermediate Similarity	0.7101	NPC124302
Intermediate Similarity	0.7101	NPC70290
Intermediate Similarity	0.7098	NPC472961
Intermediate Similarity	0.7098	NPC472962
Intermediate Similarity	0.7098	NPC59567
Intermediate Similarity	0.7092	NPC168753
Intermediate Similarity	0.7092	NPC118274
Intermediate Similarity	0.709	NPC294511
Intermediate Similarity	0.709	NPC121615
Intermediate Similarity	0.7083	NPC135006
Intermediate Similarity	0.7081	NPC316164
Intermediate Similarity	0.7077	NPC150879
Intermediate Similarity	0.7077	NPC298979
Intermediate Similarity	0.7077	NPC181653
Intermediate Similarity	0.7077	NPC475779
Intermediate Similarity	0.7077	NPC190332
Intermediate Similarity	0.7074	NPC476579
Intermediate Similarity	0.7071	NPC315306
Intermediate Similarity	0.7071	NPC313717
Intermediate Similarity	0.7068	NPC129603
Intermediate Similarity	0.7068	NPC268008
Intermediate Similarity	0.7068	NPC476572
Intermediate Similarity	0.7065	NPC116284
Intermediate Similarity	0.7065	NPC246877
Intermediate Similarity	0.7065	NPC27220
Intermediate Similarity	0.7062	NPC225774
Intermediate Similarity	0.7056	NPC193222
Intermediate Similarity	0.7056	NPC239775
Intermediate Similarity	0.7053	NPC99659
Intermediate Similarity	0.7053	NPC325871
Intermediate Similarity	0.7048	NPC475747
Intermediate Similarity	0.7047	NPC153631
Intermediate Similarity	0.7047	NPC472299
Intermediate Similarity	0.7047	NPC228501
Intermediate Similarity	0.7044	NPC214116
Intermediate Similarity	0.7044	NPC228209
Intermediate Similarity	0.7035	NPC316292
Intermediate Similarity	0.7035	NPC222524
Intermediate Similarity	0.7035	NPC474470
Intermediate Similarity	0.7033	NPC226652
Intermediate Similarity	0.7033	NPC120671
Intermediate Similarity	0.7033	NPC72788
Intermediate Similarity	0.7033	NPC314100
Intermediate Similarity	0.7031	NPC7059
Intermediate Similarity	0.703	NPC476273
Intermediate Similarity	0.7026	NPC24264

Drug Structure

NPD2972 OpenBabel08211702562D 23 27 0 0 1 0 0 0 0 0999 V2000 -4.0830 -1.6204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3650 2.8821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 1.6885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 -1.6889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4411 -2.1111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4411 2.1107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6350 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9037 0.4218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 0.8440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 -0.8445 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9037 -0.4222 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7098 -1.6889 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7098 1.6885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4411 0.4218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7098 0.8440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7098 -0.8445 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4411 -0.4222 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6350 -0.8445 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0215 -2.1111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0215 2.1107 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 0.7177 -1.6332 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 21 1 0 0 0 0 3 6 2 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 10 15 2 0 0 0 0 11 12 1 0 0 0 0 11 18 1 1 0 0 0 12 9 1 6 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 20 1 1 0 0 0 14 16 2 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 1 0 0 0 17 22 1 0 0 0 0 18 7 1 6 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000213
DrugBank	DB00318
ChEMBL	CHEMBL485
IUPHAR/BPS	1673
PharmaGKB	PA449088
KEGG Drug	D03580
PubChem CID	5284371
ChEBI	16714
CAS Number	76-57-3

Drug Properties

Molecular Weight	299.15
ALogP	-0.19
MLogP	3
XLogP	0.433
HDA	4
HBD	1
Rotatable Bonds	4
TPSA	41.93
RO5 Violation	0