NPASS drugs

Drug Information

Drug ID:	NPD2490
Drug Name:	Hydromorphone
Molecular Formula:	C17H19NO3
Canonical SMILES:	O=C1CC[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/h2,4,10-11,16,19H,3,5-8H2,1H3/t10-,11+,16-,17-/m0/s1
Standard InCHIKey:	WVLOADHCBXTIJK-YNHQPCIGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2490

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	210
0.1-0.2	1045
0.2-0.3	2301
0.3-0.4	6628
0.4-0.5	6584
0.5-0.6	5387
0.6-0.7	8040
0.7-0.8	642
0.8-0.85	33
0.85-0.9	11
0.9-0.95	8
0.95-1	1

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	0.9529	NPC115906
High Similarity	0.9278	NPC201055
High Similarity	0.9278	NPC254045
High Similarity	0.9278	NPC151470
High Similarity	0.9278	NPC64576
High Similarity	0.9253	NPC214629
High Similarity	0.9162	NPC66909
High Similarity	0.908	NPC298339
High Similarity	0.9016	NPC97086
High Similarity	0.8913	NPC67346
High Similarity	0.8913	NPC232533
High Similarity	0.8811	NPC140577
High Similarity	0.8811	NPC243483
High Similarity	0.8811	NPC43069
High Similarity	0.8721	NPC124657
High Similarity	0.8626	NPC196231
High Similarity	0.8596	NPC475780
High Similarity	0.8587	NPC174783
High Similarity	0.8571	NPC126211
High Similarity	0.8526	NPC157958
Intermediate Similarity	0.8444	NPC305847
Intermediate Similarity	0.8441	NPC279665
Intermediate Similarity	0.8413	NPC244191
Intermediate Similarity	0.8398	NPC302449
Intermediate Similarity	0.836	NPC311781
Intermediate Similarity	0.8343	NPC3375
Intermediate Similarity	0.8343	NPC255607
Intermediate Similarity	0.8314	NPC323443
Intermediate Similarity	0.8314	NPC180756
Intermediate Similarity	0.8298	NPC293624
Intermediate Similarity	0.8222	NPC329969
Intermediate Similarity	0.8171	NPC226428
Intermediate Similarity	0.8079	NPC324144
Intermediate Similarity	0.8068	NPC27410
Intermediate Similarity	0.8068	NPC166014
Intermediate Similarity	0.8065	NPC162694
Intermediate Similarity	0.8045	NPC145832
Intermediate Similarity	0.8045	NPC158376
Intermediate Similarity	0.8045	NPC306555
Intermediate Similarity	0.8045	NPC474931
Intermediate Similarity	0.8045	NPC81218
Intermediate Similarity	0.8045	NPC12053
Intermediate Similarity	0.8045	NPC117188
Intermediate Similarity	0.8045	NPC205421
Intermediate Similarity	0.8034	NPC13504
Intermediate Similarity	0.8034	NPC136508
Intermediate Similarity	0.8034	NPC253043
Intermediate Similarity	0.8034	NPC212794
Intermediate Similarity	0.8034	NPC196447
Intermediate Similarity	0.8034	NPC78222
Intermediate Similarity	0.8034	NPC477563
Intermediate Similarity	0.8034	NPC96603
Intermediate Similarity	0.8034	NPC306843
Intermediate Similarity	0.7978	NPC1229
Intermediate Similarity	0.7935	NPC320223
Intermediate Similarity	0.7935	NPC114364
Intermediate Similarity	0.7927	NPC474427
Intermediate Similarity	0.7923	NPC229166
Intermediate Similarity	0.7923	NPC199465
Intermediate Similarity	0.7923	NPC128560
Intermediate Similarity	0.7892	NPC99179
Intermediate Similarity	0.7865	NPC205167
Intermediate Similarity	0.7865	NPC475713
Intermediate Similarity	0.7865	NPC474432
Intermediate Similarity	0.7865	NPC249274
Intermediate Similarity	0.7857	NPC118274
Intermediate Similarity	0.7857	NPC168753
Intermediate Similarity	0.7845	NPC298979
Intermediate Similarity	0.7824	NPC17677
Intermediate Similarity	0.7817	NPC476500
Intermediate Similarity	0.7814	NPC239775
Intermediate Similarity	0.7807	NPC116284
Intermediate Similarity	0.7797	NPC147091
Intermediate Similarity	0.7796	NPC126284
Intermediate Similarity	0.7795	NPC471489
Intermediate Similarity	0.779	NPC476573
Intermediate Similarity	0.779	NPC81247
Intermediate Similarity	0.779	NPC35627
Intermediate Similarity	0.7772	NPC192135
Intermediate Similarity	0.7772	NPC66341
Intermediate Similarity	0.7772	NPC477020
Intermediate Similarity	0.7771	NPC8337
Intermediate Similarity	0.7771	NPC85747
Intermediate Similarity	0.7765	NPC18402
Intermediate Similarity	0.776	NPC69712
Intermediate Similarity	0.776	NPC477562
Intermediate Similarity	0.776	NPC26240
Intermediate Similarity	0.7742	NPC118633
Intermediate Similarity	0.7742	NPC294790
Intermediate Similarity	0.7742	NPC148693
Intermediate Similarity	0.772	NPC33256
Intermediate Similarity	0.7713	NPC248642
Intermediate Similarity	0.7705	NPC470324
Intermediate Similarity	0.7701	NPC32154
Intermediate Similarity	0.7688	NPC35680
Intermediate Similarity	0.7684	NPC230098
Intermediate Similarity	0.7672	NPC135772
Intermediate Similarity	0.7672	NPC156576
Intermediate Similarity	0.767	NPC81733
Intermediate Similarity	0.767	NPC326316
Intermediate Similarity	0.766	NPC155442
Intermediate Similarity	0.766	NPC477561
Intermediate Similarity	0.766	NPC312918
Intermediate Similarity	0.766	NPC476574
Intermediate Similarity	0.7657	NPC477565
Intermediate Similarity	0.7657	NPC103379
Intermediate Similarity	0.7654	NPC476572
Intermediate Similarity	0.765	NPC284842
Intermediate Similarity	0.765	NPC210140
Intermediate Similarity	0.7644	NPC179825
Intermediate Similarity	0.7644	NPC191376
Intermediate Similarity	0.7644	NPC321505
Intermediate Similarity	0.764	NPC204828
Intermediate Similarity	0.764	NPC189266
Intermediate Similarity	0.764	NPC110416
Intermediate Similarity	0.764	NPC99659
Intermediate Similarity	0.764	NPC2413
Intermediate Similarity	0.764	NPC276588
Intermediate Similarity	0.764	NPC295691
Intermediate Similarity	0.764	NPC207757
Intermediate Similarity	0.764	NPC325871
Intermediate Similarity	0.764	NPC39701
Intermediate Similarity	0.764	NPC193949
Intermediate Similarity	0.764	NPC249797
Intermediate Similarity	0.764	NPC278799
Intermediate Similarity	0.764	NPC5238
Intermediate Similarity	0.764	NPC54379
Intermediate Similarity	0.764	NPC184026
Intermediate Similarity	0.764	NPC469817
Intermediate Similarity	0.764	NPC172765
Intermediate Similarity	0.764	NPC127674
Intermediate Similarity	0.7637	NPC225774
Intermediate Similarity	0.7627	NPC475718
Intermediate Similarity	0.7624	NPC60186
Intermediate Similarity	0.7617	NPC478093
Intermediate Similarity	0.7609	NPC204908
Intermediate Similarity	0.7609	NPC83198
Intermediate Similarity	0.7606	NPC474507
Intermediate Similarity	0.7606	NPC149285
Intermediate Similarity	0.7606	NPC474745
Intermediate Similarity	0.7604	NPC82763
Intermediate Similarity	0.7602	NPC267414
Intermediate Similarity	0.76	NPC135538
Intermediate Similarity	0.76	NPC24233
Intermediate Similarity	0.76	NPC147390
Intermediate Similarity	0.76	NPC246587
Intermediate Similarity	0.76	NPC428
Intermediate Similarity	0.76	NPC476571
Intermediate Similarity	0.7596	NPC24264
Intermediate Similarity	0.7596	NPC476432
Intermediate Similarity	0.7596	NPC219341
Intermediate Similarity	0.7594	NPC148709
Intermediate Similarity	0.7594	NPC241704
Intermediate Similarity	0.7594	NPC173416
Intermediate Similarity	0.7594	NPC476577
Intermediate Similarity	0.7577	NPC473589
Intermediate Similarity	0.7577	NPC478092
Intermediate Similarity	0.7577	NPC478091
Intermediate Similarity	0.7577	NPC30182
Intermediate Similarity	0.7576	NPC475747
Intermediate Similarity	0.7569	NPC232924
Intermediate Similarity	0.7569	NPC306902
Intermediate Similarity	0.7569	NPC477559
Intermediate Similarity	0.7569	NPC160298
Intermediate Similarity	0.7569	NPC266753
Intermediate Similarity	0.7556	NPC65490
Intermediate Similarity	0.7556	NPC315707
Intermediate Similarity	0.7556	NPC78359
Intermediate Similarity	0.7556	NPC148014
Intermediate Similarity	0.7556	NPC40389
Intermediate Similarity	0.7556	NPC129603
Intermediate Similarity	0.7554	NPC150879
Intermediate Similarity	0.7554	NPC247389
Intermediate Similarity	0.7553	NPC474325
Intermediate Similarity	0.755	NPC80472
Intermediate Similarity	0.7543	NPC476151
Intermediate Similarity	0.7541	NPC134858
Intermediate Similarity	0.7541	NPC16805
Intermediate Similarity	0.7541	NPC232514
Intermediate Similarity	0.7541	NPC276944
Intermediate Similarity	0.7541	NPC238530
Intermediate Similarity	0.7541	NPC167546
Intermediate Similarity	0.7541	NPC302527
Intermediate Similarity	0.754	NPC477558
Intermediate Similarity	0.7529	NPC185838
Intermediate Similarity	0.7528	NPC133011
Intermediate Similarity	0.7528	NPC82285
Intermediate Similarity	0.7526	NPC94499
Intermediate Similarity	0.7514	NPC97221
Intermediate Similarity	0.7514	NPC88249
Intermediate Similarity	0.7514	NPC192768
Intermediate Similarity	0.7514	NPC151895
Intermediate Similarity	0.7514	NPC474556
Intermediate Similarity	0.7514	NPC471852
Intermediate Similarity	0.7514	NPC241055
Intermediate Similarity	0.7514	NPC220858
Intermediate Similarity	0.7513	NPC207239
Intermediate Similarity	0.7513	NPC220961
Intermediate Similarity	0.75	NPC256012
Intermediate Similarity	0.75	NPC240841

Drug Structure

NPD2490 OpenBabel08211702172D 22 26 0 0 1 0 0 0 0 0999 V2000 -4.0472 -1.6062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1533 1.6737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1533 -1.6741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4284 2.0922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4284 -2.0927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1533 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6031 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8782 0.4181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1533 0.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1533 -0.8371 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8782 -0.4185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7036 1.6737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7036 -1.6741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4284 0.4181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7036 0.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7036 -0.8371 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4284 -0.4185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6031 -0.8371 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0214 2.0922 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0621 -2.1162 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 0.3618 2.8569 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 1 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 2 0 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 M END $$$$

External Identifiers

TTD	DAP000472; DIB010579
DrugBank	DB00327
ChEMBL	CHEMBL398707
IUPHAR/BPS	7082
PharmaGKB	PA449918
KEGG Drug
PubChem CID	5284570
ChEBI	5790
CAS Number	466-99-9

Drug Properties

Molecular Weight	285.14
ALogP	-1.0261
MLogP	2.89
XLogP	0.907
HDA	2
HBD	1
Rotatable Bonds	2
TPSA	49.77
RO5 Violation	0