NPASS drugs

Drug Information

Drug ID:	NPD4482
Drug Name:	Diacetylmorphine
Molecular Formula:	C21H23NO5
Canonical SMILES:	CC(=O)O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1OC(=O)C
Standard InCHI:	InChI=1S/C21H23NO5/c1-11(23)25-16-6-4-13-10-15-14-5-7-17(26-12(2)24)20-21(14,8-9-22(15)3)18(13)19(16)27-20/h4-7,14-15,17,20H,8-10H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1
Standard InCHIKey:	GVGLGOZIDCSQPN-PVHGPHFFSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4482

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	262
0.1-0.2	1207
0.2-0.3	2952
0.3-0.4	7359
0.4-0.5	6261
0.5-0.6	7191
0.6-0.7	5457
0.7-0.8	185
0.8-0.85	4
0.85-0.9	2
0.9-0.95	8
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	NPC311781
High Similarity	0.9719	NPC174783
High Similarity	0.9402	NPC140577
High Similarity	0.9402	NPC43069
High Similarity	0.9297	NPC67346
High Similarity	0.9194	NPC232533
High Similarity	0.9101	NPC157958
High Similarity	0.9091	NPC243483
High Similarity	0.9091	NPC97086
High Similarity	0.9006	NPC214629
High Similarity	0.8848	NPC126211
High Similarity	0.8736	NPC115906
Intermediate Similarity	0.827	NPC35680
Intermediate Similarity	0.8238	NPC66909
Intermediate Similarity	0.8138	NPC298339
Intermediate Similarity	0.8011	NPC227683
Intermediate Similarity	0.798	NPC151470
Intermediate Similarity	0.798	NPC201055
Intermediate Similarity	0.798	NPC64576
Intermediate Similarity	0.798	NPC254045
Intermediate Similarity	0.7969	NPC162694
Intermediate Similarity	0.7967	NPC475780
Intermediate Similarity	0.7927	NPC141440
Intermediate Similarity	0.7846	NPC196231
Intermediate Similarity	0.7822	NPC476500
Intermediate Similarity	0.7817	NPC33256
Intermediate Similarity	0.7802	NPC323443
Intermediate Similarity	0.7802	NPC180756
Intermediate Similarity	0.7761	NPC244191
Intermediate Similarity	0.7688	NPC279665
Intermediate Similarity	0.7626	NPC94499
Intermediate Similarity	0.7582	NPC8337
Intermediate Similarity	0.7582	NPC85747
Intermediate Similarity	0.7577	NPC305847
Intermediate Similarity	0.7574	NPC474427
Intermediate Similarity	0.7566	NPC284842
Intermediate Similarity	0.7562	NPC293624
Intermediate Similarity	0.7561	NPC80472
Intermediate Similarity	0.7538	NPC302449
Intermediate Similarity	0.7526	NPC27887
Intermediate Similarity	0.7526	NPC149285
Intermediate Similarity	0.7513	NPC124657
Intermediate Similarity	0.7512	NPC475713
Intermediate Similarity	0.7512	NPC474432
Intermediate Similarity	0.7487	NPC63152
Intermediate Similarity	0.7475	NPC46744
Intermediate Similarity	0.7475	NPC14622
Intermediate Similarity	0.7475	NPC124302
Intermediate Similarity	0.7475	NPC73020
Intermediate Similarity	0.7475	NPC70290
Intermediate Similarity	0.7475	NPC215098
Intermediate Similarity	0.7463	NPC477258
Intermediate Similarity	0.746	NPC255607
Intermediate Similarity	0.746	NPC3375
Intermediate Similarity	0.744	NPC326895
Intermediate Similarity	0.7415	NPC286135
Intermediate Similarity	0.7407	NPC476569
Intermediate Similarity	0.7404	NPC94687
Intermediate Similarity	0.7404	NPC106840
Intermediate Similarity	0.7404	NPC476495
Intermediate Similarity	0.7402	NPC72788
Intermediate Similarity	0.7402	NPC314100
Intermediate Similarity	0.7402	NPC226652
Intermediate Similarity	0.7402	NPC120671
Intermediate Similarity	0.7396	NPC474708
Intermediate Similarity	0.7396	NPC298071
Intermediate Similarity	0.7389	NPC83019
Intermediate Similarity	0.7368	NPC46990
Intermediate Similarity	0.7347	NPC220961
Intermediate Similarity	0.7344	NPC475845
Intermediate Similarity	0.734	NPC204580
Intermediate Similarity	0.7333	NPC241704
Intermediate Similarity	0.733	NPC202771
Intermediate Similarity	0.733	NPC2173
Intermediate Similarity	0.733	NPC328700
Intermediate Similarity	0.733	NPC119818
Intermediate Similarity	0.7326	NPC476443
Intermediate Similarity	0.7326	NPC133817
Intermediate Similarity	0.7302	NPC26353
Intermediate Similarity	0.7302	NPC226428
Intermediate Similarity	0.73	NPC166979
Intermediate Similarity	0.73	NPC237579
Intermediate Similarity	0.7292	NPC132054
Intermediate Similarity	0.7292	NPC474324
Intermediate Similarity	0.7292	NPC57812
Intermediate Similarity	0.7286	NPC476496
Intermediate Similarity	0.7277	NPC35345
Intermediate Similarity	0.7273	NPC10429
Intermediate Similarity	0.7259	NPC32154
Intermediate Similarity	0.7254	NPC41689
Intermediate Similarity	0.7254	NPC279768
Intermediate Similarity	0.725	NPC230098
Intermediate Similarity	0.7246	NPC475747
Intermediate Similarity	0.724	NPC24264
Intermediate Similarity	0.724	NPC476432
Intermediate Similarity	0.7228	NPC71821
Intermediate Similarity	0.7212	NPC207971
Intermediate Similarity	0.7209	NPC475180
Intermediate Similarity	0.7206	NPC470646
Intermediate Similarity	0.7204	NPC474305
Intermediate Similarity	0.7204	NPC476579
Intermediate Similarity	0.7202	NPC247389
Intermediate Similarity	0.7196	NPC476572
Intermediate Similarity	0.7196	NPC473746
Intermediate Similarity	0.7188	NPC302527
Intermediate Similarity	0.7188	NPC167546
Intermediate Similarity	0.7188	NPC225774
Intermediate Similarity	0.7188	NPC16805
Intermediate Similarity	0.7188	NPC216092
Intermediate Similarity	0.7181	NPC325871
Intermediate Similarity	0.7181	NPC99659
Intermediate Similarity	0.7179	NPC67978
Intermediate Similarity	0.7179	NPC303581
Intermediate Similarity	0.7173	NPC153631
Intermediate Similarity	0.7172	NPC474745
Intermediate Similarity	0.7166	NPC470924
Intermediate Similarity	0.7164	NPC477259
Intermediate Similarity	0.7164	NPC169387
Intermediate Similarity	0.7163	NPC38964
Intermediate Similarity	0.7158	NPC106786
Intermediate Similarity	0.7158	NPC118804
Intermediate Similarity	0.7157	NPC222524
Intermediate Similarity	0.7151	NPC475848
Intermediate Similarity	0.7151	NPC474306
Intermediate Similarity	0.715	NPC219341
Intermediate Similarity	0.7143	NPC329992
Intermediate Similarity	0.7143	NPC256422
Intermediate Similarity	0.7143	NPC226708
Intermediate Similarity	0.7135	NPC243509
Intermediate Similarity	0.7135	NPC59567
Intermediate Similarity	0.7129	NPC208890
Intermediate Similarity	0.7121	NPC477560
Intermediate Similarity	0.7121	NPC474325
Intermediate Similarity	0.7113	NPC308156
Intermediate Similarity	0.7113	NPC210918
Intermediate Similarity	0.7111	NPC160113
Intermediate Similarity	0.7111	NPC476220
Intermediate Similarity	0.7107	NPC308267
Intermediate Similarity	0.7107	NPC304675
Intermediate Similarity	0.7104	NPC27220
Intermediate Similarity	0.71	NPC233718
Intermediate Similarity	0.7097	NPC82056
Intermediate Similarity	0.7095	NPC268077
Intermediate Similarity	0.7092	NPC302392
Intermediate Similarity	0.7083	NPC33320
Intermediate Similarity	0.7083	NPC472299
Intermediate Similarity	0.7083	NPC68619
Intermediate Similarity	0.708	NPC154922
Intermediate Similarity	0.7077	NPC179015
Intermediate Similarity	0.7077	NPC173149
Intermediate Similarity	0.7077	NPC473753
Intermediate Similarity	0.7077	NPC473766
Intermediate Similarity	0.7071	NPC474470
Intermediate Similarity	0.7071	NPC237044
Intermediate Similarity	0.7068	NPC7059
Intermediate Similarity	0.7065	NPC475981
Intermediate Similarity	0.7065	NPC474746
Intermediate Similarity	0.7065	NPC475566
Intermediate Similarity	0.7062	NPC474858
Intermediate Similarity	0.7059	NPC472839
Intermediate Similarity	0.7047	NPC139876
Intermediate Similarity	0.7047	NPC471003
Intermediate Similarity	0.7047	NPC21046
Intermediate Similarity	0.7041	NPC193881
Intermediate Similarity	0.7041	NPC291742
Intermediate Similarity	0.7041	NPC255787
Intermediate Similarity	0.7041	NPC155264
Intermediate Similarity	0.7041	NPC67450
Intermediate Similarity	0.7041	NPC210460
Intermediate Similarity	0.7037	NPC294511
Intermediate Similarity	0.7037	NPC55470
Intermediate Similarity	0.7037	NPC121615
Intermediate Similarity	0.7035	NPC118633
Intermediate Similarity	0.7035	NPC294790
Intermediate Similarity	0.7035	NPC309692
Intermediate Similarity	0.7035	NPC148693
Intermediate Similarity	0.7031	NPC123153
Intermediate Similarity	0.7031	NPC266753
Intermediate Similarity	0.7031	NPC477559
Intermediate Similarity	0.7031	NPC232924
Intermediate Similarity	0.7031	NPC160298
Intermediate Similarity	0.7031	NPC473368
Intermediate Similarity	0.7031	NPC306902
Intermediate Similarity	0.703	NPC18306
Intermediate Similarity	0.7028	NPC308943
Intermediate Similarity	0.7026	NPC475779
Intermediate Similarity	0.7021	NPC326316
Intermediate Similarity	0.7021	NPC81733
Intermediate Similarity	0.7021	NPC228842
Intermediate Similarity	0.702	NPC51404
Intermediate Similarity	0.702	NPC329969
Intermediate Similarity	0.7015	NPC248642
Intermediate Similarity	0.701	NPC180306
Intermediate Similarity	0.701	NPC14499
Intermediate Similarity	0.701	NPC475039
Intermediate Similarity	0.701	NPC476035
Intermediate Similarity	0.7005	NPC470088
Intermediate Similarity	0.7005	NPC149090
Intermediate Similarity	0.7005	NPC19520
Intermediate Similarity	0.7	NPC126284

Drug Structure

NPD4482 OpenBabel08211705262D 27 31 0 0 1 0 0 0 0 0999 V2000 1.2322 3.0379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5133 -2.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1758 -1.6572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2217 1.7269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2218 -1.7273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4738 2.1587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4738 -2.1591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2218 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7176 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9697 0.4314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3733 2.9477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7341 -1.6704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2218 0.8632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2218 -0.8636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9697 -0.4318 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7259 1.7269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7259 -1.7273 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4738 0.4314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7259 0.8632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7259 -0.8637 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4738 -0.4318 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.7176 -0.8636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1343 3.6464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6668 -0.8094 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0220 2.1587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0220 -2.1591 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 1 11 1 0 0 0 0 2 12 1 0 0 0 0 3 22 1 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 11 23 2 0 0 0 0 11 25 1 0 0 0 0 12 24 2 0 0 0 0 12 26 1 0 0 0 0 13 18 2 0 0 0 0 14 15 1 0 0 0 0 14 21 1 1 0 0 0 15 10 1 6 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 25 1 0 0 0 0 17 20 1 0 0 0 0 17 26 1 1 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 27 1 0 0 0 0 20 21 1 1 0 0 0 20 27 1 0 0 0 0 21 8 1 6 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001673
DrugBank	DB01452
ChEMBL	CHEMBL459324
IUPHAR/BPS
PharmaGKB	PA452619
KEGG Drug	D07286
PubChem CID	5462328
ChEBI	27808
CAS Number	561-27-3

Drug Properties

Molecular Weight	369.16
ALogP	0.1597
MLogP	3.11
XLogP	1.043
HDA	6
HBD	0
Rotatable Bonds	7
TPSA	65.07
RO5 Violation	0