NPASS drugs

Drug Information

Drug ID:	NPD2491
Drug Name:	Morphine
Molecular Formula:	C17H19NO3
Canonical SMILES:	O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
Standard InCHI:	InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1
Standard InCHIKey:	BQJCRHHNABKAKU-KBQPJGBKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2491

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	1090
0.2-0.3	2768
0.3-0.4	7507
0.4-0.5	5947
0.5-0.6	6556
0.6-0.7	6560
0.7-0.8	202
0.8-0.85	12
0.85-0.9	2
0.9-0.95	3
0.95-1	7

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	NPC232533
High Similarity	0.9889	NPC243483
High Similarity	0.9889	NPC97086
High Similarity	0.9779	NPC140577
High Similarity	0.9779	NPC43069
High Similarity	0.967	NPC67346
High Similarity	0.962	NPC126211
High Similarity	0.9462	NPC157958
High Similarity	0.9448	NPC174783
High Similarity	0.9194	NPC311781
High Similarity	0.875	NPC214629
High Similarity	0.8587	NPC298339
Intermediate Similarity	0.8486	NPC115906
Intermediate Similarity	0.8308	NPC254045
Intermediate Similarity	0.8308	NPC64576
Intermediate Similarity	0.8308	NPC201055
Intermediate Similarity	0.8308	NPC151470
Intermediate Similarity	0.8196	NPC66909
Intermediate Similarity	0.8177	NPC196231
Intermediate Similarity	0.8115	NPC162694
Intermediate Similarity	0.8103	NPC279665
Intermediate Similarity	0.8081	NPC244191
Intermediate Similarity	0.8043	NPC124657
Intermediate Similarity	0.8	NPC305847
Intermediate Similarity	0.7958	NPC302449
Intermediate Similarity	0.7892	NPC255607
Intermediate Similarity	0.7892	NPC3375
Intermediate Similarity	0.7879	NPC293624
Intermediate Similarity	0.7868	NPC33256
Intermediate Similarity	0.7749	NPC35680
Intermediate Similarity	0.773	NPC226428
Intermediate Similarity	0.773	NPC475780
Intermediate Similarity	0.7696	NPC476500
Intermediate Similarity	0.7677	NPC94499
Intermediate Similarity	0.7663	NPC323443
Intermediate Similarity	0.7663	NPC180756
Intermediate Similarity	0.761	NPC80472
Intermediate Similarity	0.7513	NPC329969
Intermediate Similarity	0.7487	NPC470324
Intermediate Similarity	0.7465	NPC82056
Intermediate Similarity	0.7463	NPC286135
Intermediate Similarity	0.7448	NPC263212
Intermediate Similarity	0.7447	NPC205167
Intermediate Similarity	0.7447	NPC249274
Intermediate Similarity	0.7437	NPC141440
Intermediate Similarity	0.7435	NPC284842
Intermediate Similarity	0.7421	NPC35345
Intermediate Similarity	0.7409	NPC227683
Intermediate Similarity	0.7405	NPC475718
Intermediate Similarity	0.7398	NPC32154
Intermediate Similarity	0.738	NPC147091
Intermediate Similarity	0.7371	NPC38964
Intermediate Similarity	0.7368	NPC94687
Intermediate Similarity	0.7368	NPC476495
Intermediate Similarity	0.7368	NPC106840
Intermediate Similarity	0.7368	NPC324144
Intermediate Similarity	0.7366	NPC115869
Intermediate Similarity	0.7354	NPC27410
Intermediate Similarity	0.7354	NPC18402
Intermediate Similarity	0.7354	NPC166014
Intermediate Similarity	0.7353	NPC83019
Intermediate Similarity	0.7351	NPC85747
Intermediate Similarity	0.7351	NPC8337
Intermediate Similarity	0.7344	NPC145832
Intermediate Similarity	0.7344	NPC306555
Intermediate Similarity	0.7344	NPC117188
Intermediate Similarity	0.7344	NPC205421
Intermediate Similarity	0.7344	NPC12053
Intermediate Similarity	0.7344	NPC81218
Intermediate Similarity	0.7344	NPC158376
Intermediate Similarity	0.7344	NPC474931
Intermediate Similarity	0.7337	NPC469540
Intermediate Similarity	0.7337	NPC469539
Intermediate Similarity	0.733	NPC477563
Intermediate Similarity	0.733	NPC136508
Intermediate Similarity	0.733	NPC13504
Intermediate Similarity	0.733	NPC306843
Intermediate Similarity	0.733	NPC253043
Intermediate Similarity	0.733	NPC96603
Intermediate Similarity	0.733	NPC78222
Intermediate Similarity	0.733	NPC196447
Intermediate Similarity	0.733	NPC212794
Intermediate Similarity	0.7321	NPC326895
Intermediate Similarity	0.7317	NPC207239
Intermediate Similarity	0.7317	NPC267414
Intermediate Similarity	0.731	NPC27887
Intermediate Similarity	0.731	NPC99179
Intermediate Similarity	0.7304	NPC24228
Intermediate Similarity	0.7304	NPC204580
Intermediate Similarity	0.73	NPC230098
Intermediate Similarity	0.7297	NPC474556
Intermediate Similarity	0.7296	NPC241704
Intermediate Similarity	0.7287	NPC476443
Intermediate Similarity	0.7287	NPC133817
Intermediate Similarity	0.7277	NPC1229
Intermediate Similarity	0.7277	NPC476569
Intermediate Similarity	0.7263	NPC135006
Intermediate Similarity	0.7259	NPC114364
Intermediate Similarity	0.7259	NPC320223
Intermediate Similarity	0.7251	NPC476496
Intermediate Similarity	0.7251	NPC46990
Intermediate Similarity	0.7249	NPC300757
Intermediate Similarity	0.7249	NPC180901
Intermediate Similarity	0.7245	NPC128560
Intermediate Similarity	0.7245	NPC229166
Intermediate Similarity	0.7245	NPC199465
Intermediate Similarity	0.7236	NPC233718
Intermediate Similarity	0.7234	NPC131121
Intermediate Similarity	0.7222	NPC149285
Intermediate Similarity	0.7222	NPC126284
Intermediate Similarity	0.7222	NPC474745
Intermediate Similarity	0.7214	NPC8927
Intermediate Similarity	0.7211	NPC288353
Intermediate Similarity	0.7198	NPC474427
Intermediate Similarity	0.7192	NPC63152
Intermediate Similarity	0.7188	NPC472962
Intermediate Similarity	0.7188	NPC21046
Intermediate Similarity	0.7188	NPC472961
Intermediate Similarity	0.7184	NPC17677
Intermediate Similarity	0.7179	NPC168753
Intermediate Similarity	0.7179	NPC118274
Intermediate Similarity	0.7172	NPC474325
Intermediate Similarity	0.7172	NPC21885
Intermediate Similarity	0.7165	NPC298979
Intermediate Similarity	0.7163	NPC471489
Intermediate Similarity	0.7158	NPC478161
Intermediate Similarity	0.7158	NPC478159
Intermediate Similarity	0.7158	NPC65490
Intermediate Similarity	0.7158	NPC78359
Intermediate Similarity	0.7158	NPC315707
Intermediate Similarity	0.7158	NPC40389
Intermediate Similarity	0.7158	NPC148014
Intermediate Similarity	0.715	NPC116284
Intermediate Similarity	0.715	NPC248642
Intermediate Similarity	0.715	NPC47191
Intermediate Similarity	0.7143	NPC129578
Intermediate Similarity	0.7143	NPC239775
Intermediate Similarity	0.7143	NPC908
Intermediate Similarity	0.7143	NPC138438
Intermediate Similarity	0.7143	NPC186392
Intermediate Similarity	0.7136	NPC474432
Intermediate Similarity	0.7136	NPC475713
Intermediate Similarity	0.7135	NPC228501
Intermediate Similarity	0.7129	NPC228209
Intermediate Similarity	0.7128	NPC41689
Intermediate Similarity	0.7128	NPC164429
Intermediate Similarity	0.7128	NPC470924
Intermediate Similarity	0.7123	NPC207873
Intermediate Similarity	0.7123	NPC100573
Intermediate Similarity	0.7121	NPC237044
Intermediate Similarity	0.712	NPC118804
Intermediate Similarity	0.7114	NPC474746
Intermediate Similarity	0.7114	NPC156576
Intermediate Similarity	0.7114	NPC244903
Intermediate Similarity	0.7114	NPC475981
Intermediate Similarity	0.7114	NPC104682
Intermediate Similarity	0.7113	NPC81247
Intermediate Similarity	0.7113	NPC476573
Intermediate Similarity	0.7113	NPC35627
Intermediate Similarity	0.7112	NPC68967
Intermediate Similarity	0.7108	NPC240808
Intermediate Similarity	0.7108	NPC226708
Intermediate Similarity	0.7107	NPC66341
Intermediate Similarity	0.7107	NPC192135
Intermediate Similarity	0.7107	NPC477020
Intermediate Similarity	0.7092	NPC255787
Intermediate Similarity	0.7092	NPC26240
Intermediate Similarity	0.7092	NPC69712
Intermediate Similarity	0.7092	NPC191012
Intermediate Similarity	0.7092	NPC477562
Intermediate Similarity	0.7092	NPC329911
Intermediate Similarity	0.709	NPC306011
Intermediate Similarity	0.709	NPC472838
Intermediate Similarity	0.7085	NPC148693
Intermediate Similarity	0.7085	NPC118633
Intermediate Similarity	0.7085	NPC294790
Intermediate Similarity	0.7083	NPC4304
Intermediate Similarity	0.7081	NPC316164
Intermediate Similarity	0.7077	NPC210140
Intermediate Similarity	0.7074	NPC472837
Intermediate Similarity	0.7071	NPC131866
Intermediate Similarity	0.7071	NPC102277
Intermediate Similarity	0.7071	NPC279209
Intermediate Similarity	0.7071	NPC304675
Intermediate Similarity	0.7068	NPC268008
Intermediate Similarity	0.7065	NPC221820
Intermediate Similarity	0.7062	NPC469889
Intermediate Similarity	0.7062	NPC472906
Intermediate Similarity	0.7056	NPC150131
Intermediate Similarity	0.7056	NPC476331
Intermediate Similarity	0.7047	NPC153631
Intermediate Similarity	0.7041	NPC160570
Intermediate Similarity	0.7041	NPC472277
Intermediate Similarity	0.7037	NPC133011
Intermediate Similarity	0.7037	NPC82285
Intermediate Similarity	0.7035	NPC316292
Intermediate Similarity	0.7035	NPC222524
Intermediate Similarity	0.703	NPC135772
Intermediate Similarity	0.703	NPC476273
Intermediate Similarity	0.703	NPC475566

Drug Structure

NPD2491 OpenBabel08211702172D 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 -2.1723 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 -1.4410 2.1107 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 -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 -0.8444 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 1.6885 0.0000 C 0 0 0 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 -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 -0.8444 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0216 2.1107 0.0000 O 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 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3650 2.8821 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7177 -1.6333 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 9 14 2 0 0 0 0 10 11 1 0 0 0 0 10 17 1 1 0 0 0 11 8 1 6 0 0 0 11 18 1 0 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 20 1 1 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 1 0 0 0 16 21 1 0 0 0 0 17 6 1 6 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000071
DrugBank	DB00295
ChEMBL	CHEMBL70
IUPHAR/BPS	1627
PharmaGKB	PA450550
KEGG Drug	D08233
PubChem CID	5288826
ChEBI	17303
CAS Number	57-27-2

Drug Properties

Molecular Weight	285.14
ALogP	-0.2545
MLogP	2.89
XLogP	0.112
HDA	4
HBD	2
Rotatable Bonds	3
TPSA	52.93
RO5 Violation	0