NPASS drugs

Drug Information

Drug ID:	NPD4481
Drug Name:	Diacetylmorphine Hydrochloride
Molecular Formula:	C21H23NO5.ClH
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.Cl
Standard InCHI:	InChI=1S/C21H23NO5.ClH/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;1H/t14-,15+,17-,20-,21-;/m0./s1
Standard InCHIKey:	FZJYQGFGNHGSFX-PVQKIFDLSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4481

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	192
0.1-0.2	1059
0.2-0.3	2486
0.3-0.4	6888
0.4-0.5	6423
0.5-0.6	7586
0.6-0.7	5562
0.7-0.8	597
0.8-0.85	87
0.85-0.9	8
0.9-0.95	2
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
High Similarity	0.9295	NPC180756
High Similarity	0.9295	NPC323443
High Similarity	0.8896	NPC124657
High Similarity	0.8817	NPC115906
High Similarity	0.8772	NPC214629
High Similarity	0.8706	NPC305847
High Similarity	0.8655	NPC302449
High Similarity	0.8538	NPC220961
High Similarity	0.8503	NPC474324
High Similarity	0.8503	NPC57812
Intermediate Similarity	0.8457	NPC237579
Intermediate Similarity	0.8452	NPC475845
Intermediate Similarity	0.8443	NPC24264
Intermediate Similarity	0.8443	NPC476432
Intermediate Similarity	0.8415	NPC476572
Intermediate Similarity	0.8405	NPC99659
Intermediate Similarity	0.8405	NPC325871
Intermediate Similarity	0.8402	NPC474708
Intermediate Similarity	0.8398	NPC311781
Intermediate Similarity	0.8393	NPC247389
Intermediate Similarity	0.8383	NPC167546
Intermediate Similarity	0.8383	NPC16805
Intermediate Similarity	0.8383	NPC225774
Intermediate Similarity	0.8383	NPC302527
Intermediate Similarity	0.8333	NPC219341
Intermediate Similarity	0.8313	NPC475780
Intermediate Similarity	0.8284	NPC210918
Intermediate Similarity	0.8278	NPC66909
Intermediate Similarity	0.8266	NPC148693
Intermediate Similarity	0.8266	NPC294790
Intermediate Similarity	0.8266	NPC118633
Intermediate Similarity	0.8256	NPC304675
Intermediate Similarity	0.8256	NPC329969
Intermediate Similarity	0.8221	NPC326316
Intermediate Similarity	0.8221	NPC85747
Intermediate Similarity	0.8221	NPC8337
Intermediate Similarity	0.8221	NPC81733
Intermediate Similarity	0.8218	NPC99179
Intermediate Similarity	0.8208	NPC237044
Intermediate Similarity	0.8208	NPC241704
Intermediate Similarity	0.8208	NPC474470
Intermediate Similarity	0.8204	NPC477559
Intermediate Similarity	0.8204	NPC160298
Intermediate Similarity	0.8204	NPC306902
Intermediate Similarity	0.8204	NPC232924
Intermediate Similarity	0.8204	NPC266753
Intermediate Similarity	0.8166	NPC180306
Intermediate Similarity	0.8161	NPC474325
Intermediate Similarity	0.814	NPC149090
Intermediate Similarity	0.814	NPC19520
Intermediate Similarity	0.8129	NPC241055
Intermediate Similarity	0.8125	NPC248642
Intermediate Similarity	0.8122	NPC174783
Intermediate Similarity	0.8114	NPC32154
Intermediate Similarity	0.8114	NPC474745
Intermediate Similarity	0.8114	NPC126284
Intermediate Similarity	0.8095	NPC4304
Intermediate Similarity	0.8081	NPC75958
Intermediate Similarity	0.8081	NPC6152
Intermediate Similarity	0.8079	NPC156576
Intermediate Similarity	0.8072	NPC244112
Intermediate Similarity	0.807	NPC12053
Intermediate Similarity	0.807	NPC306555
Intermediate Similarity	0.807	NPC474931
Intermediate Similarity	0.807	NPC117188
Intermediate Similarity	0.807	NPC158376
Intermediate Similarity	0.807	NPC205421
Intermediate Similarity	0.807	NPC81218
Intermediate Similarity	0.807	NPC145832
Intermediate Similarity	0.8059	NPC3375
Intermediate Similarity	0.8059	NPC13504
Intermediate Similarity	0.8059	NPC136508
Intermediate Similarity	0.8059	NPC477563
Intermediate Similarity	0.8059	NPC255607
Intermediate Similarity	0.8059	NPC78222
Intermediate Similarity	0.8059	NPC253043
Intermediate Similarity	0.8059	NPC96603
Intermediate Similarity	0.8059	NPC196447
Intermediate Similarity	0.8059	NPC306843
Intermediate Similarity	0.8059	NPC212794
Intermediate Similarity	0.8057	NPC114364
Intermediate Similarity	0.8057	NPC320223
Intermediate Similarity	0.8046	NPC128560
Intermediate Similarity	0.8046	NPC199465
Intermediate Similarity	0.8046	NPC229166
Intermediate Similarity	0.8037	NPC7467
Intermediate Similarity	0.8035	NPC65403
Intermediate Similarity	0.8024	NPC146288
Intermediate Similarity	0.8023	NPC116284
Intermediate Similarity	0.8011	NPC267408
Intermediate Similarity	0.8	NPC218614
Intermediate Similarity	0.8	NPC64576
Intermediate Similarity	0.8	NPC201055
Intermediate Similarity	0.8	NPC35680
Intermediate Similarity	0.8	NPC324144
Intermediate Similarity	0.8	NPC151470
Intermediate Similarity	0.8	NPC254045
Intermediate Similarity	0.7988	NPC249274
Intermediate Similarity	0.7988	NPC205167
Intermediate Similarity	0.7978	NPC475981
Intermediate Similarity	0.7978	NPC474746
Intermediate Similarity	0.7976	NPC148014
Intermediate Similarity	0.7976	NPC78359
Intermediate Similarity	0.7976	NPC40389
Intermediate Similarity	0.7976	NPC65490
Intermediate Similarity	0.7976	NPC129603
Intermediate Similarity	0.7976	NPC315707
Intermediate Similarity	0.7975	NPC476144
Intermediate Similarity	0.7975	NPC210437
Intermediate Similarity	0.7975	NPC106295
Intermediate Similarity	0.7975	NPC51957
Intermediate Similarity	0.7975	NPC16107
Intermediate Similarity	0.7965	NPC298979
Intermediate Similarity	0.7964	NPC78733
Intermediate Similarity	0.7964	NPC138487
Intermediate Similarity	0.7964	NPC41178
Intermediate Similarity	0.7964	NPC216459
Intermediate Similarity	0.7957	NPC67346
Intermediate Similarity	0.7953	NPC168409
Intermediate Similarity	0.7953	NPC247972
Intermediate Similarity	0.7952	NPC470924
Intermediate Similarity	0.7949	NPC325568
Intermediate Similarity	0.7937	NPC213206
Intermediate Similarity	0.7937	NPC188163
Intermediate Similarity	0.7937	NPC474915
Intermediate Similarity	0.7937	NPC328750
Intermediate Similarity	0.7929	NPC118804
Intermediate Similarity	0.7927	NPC475959
Intermediate Similarity	0.7921	NPC275132
Intermediate Similarity	0.7919	NPC158148
Intermediate Similarity	0.7919	NPC266176
Intermediate Similarity	0.7919	NPC290759
Intermediate Similarity	0.7919	NPC82533
Intermediate Similarity	0.7917	NPC203784
Intermediate Similarity	0.7917	NPC170503
Intermediate Similarity	0.7917	NPC126519
Intermediate Similarity	0.7907	NPC304659
Intermediate Similarity	0.7907	NPC86144
Intermediate Similarity	0.7895	NPC320104
Intermediate Similarity	0.7895	NPC1229
Intermediate Similarity	0.7889	NPC230098
Intermediate Similarity	0.7889	NPC214116
Intermediate Similarity	0.7886	NPC2314
Intermediate Similarity	0.7882	NPC226428
Intermediate Similarity	0.7882	NPC27410
Intermediate Similarity	0.7882	NPC166014
Intermediate Similarity	0.7879	NPC211296
Intermediate Similarity	0.7877	NPC302275
Intermediate Similarity	0.7875	NPC314682
Intermediate Similarity	0.7874	NPC311991
Intermediate Similarity	0.7865	NPC298339
Intermediate Similarity	0.7865	NPC32413
Intermediate Similarity	0.7865	NPC474506
Intermediate Similarity	0.7861	NPC181653
Intermediate Similarity	0.7861	NPC284842
Intermediate Similarity	0.7861	NPC150879
Intermediate Similarity	0.7861	NPC140577
Intermediate Similarity	0.7861	NPC204947
Intermediate Similarity	0.7861	NPC43069
Intermediate Similarity	0.7861	NPC190332
Intermediate Similarity	0.7861	NPC252960
Intermediate Similarity	0.7861	NPC97086
Intermediate Similarity	0.7857	NPC475754
Intermediate Similarity	0.7853	NPC23219
Intermediate Similarity	0.7853	NPC477560
Intermediate Similarity	0.7853	NPC130926
Intermediate Similarity	0.784	NPC136860
Intermediate Similarity	0.784	NPC128019
Intermediate Similarity	0.784	NPC476567
Intermediate Similarity	0.7831	NPC476500
Intermediate Similarity	0.7829	NPC239775
Intermediate Similarity	0.7829	NPC477640
Intermediate Similarity	0.7829	NPC227683
Intermediate Similarity	0.7829	NPC470739
Intermediate Similarity	0.7829	NPC225597
Intermediate Similarity	0.7824	NPC477080
Intermediate Similarity	0.7821	NPC233718
Intermediate Similarity	0.7816	NPC58766
Intermediate Similarity	0.7816	NPC475686
Intermediate Similarity	0.7811	NPC234392
Intermediate Similarity	0.7811	NPC31311
Intermediate Similarity	0.7811	NPC147091
Intermediate Similarity	0.7809	NPC258695
Intermediate Similarity	0.7809	NPC244554
Intermediate Similarity	0.7809	NPC470879
Intermediate Similarity	0.7802	NPC82763
Intermediate Similarity	0.7797	NPC112575
Intermediate Similarity	0.7791	NPC189470
Intermediate Similarity	0.7784	NPC477020
Intermediate Similarity	0.7784	NPC192135
Intermediate Similarity	0.7784	NPC66341
Intermediate Similarity	0.7778	NPC18402
Intermediate Similarity	0.7778	NPC135772
Intermediate Similarity	0.7771	NPC26240
Intermediate Similarity	0.7771	NPC477562
Intermediate Similarity	0.7771	NPC219162
Intermediate Similarity	0.7771	NPC474475
Intermediate Similarity	0.7771	NPC168753
Intermediate Similarity	0.7771	NPC69712
Intermediate Similarity	0.7771	NPC118274

Drug Structure

NPD4481 OpenBabel08211705262D 28 31 0 0 1 0 0 0 0 0999 V2000 5.8594 -1.0598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1405 -6.1404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4514 -5.7550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4054 -2.3709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4054 -5.8251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1534 -1.9390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1533 -6.2569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4054 -4.0977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9096 -4.0977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6575 -3.6663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0005 -1.1501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3613 -5.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4054 -3.2345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4054 -4.9614 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6575 -4.5296 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9013 -2.3709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9013 -5.8251 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1534 -3.6664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9013 -3.2345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9013 -4.9614 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1534 -4.5296 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9096 -4.9614 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4929 -0.4514 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2940 -4.9071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6492 -1.9391 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6492 -6.2569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6272 -4.0978 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0896 -0.3872 0.0000 Cl 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
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.16
ALogP	0.0411
MLogP	3.11
XLogP	2.276
HDA	4
HBD	0
Rotatable Bonds	7
TPSA	65.07
RO5 Violation	0