NPASS drugs

Drug Information

Drug ID:	NPD2971
Drug Name:	Hydrocodone
Molecular Formula:	C18H21NO3
Canonical SMILES:	COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4CCC1=O)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/h3,6,11-12,17H,4-5,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1
Standard InCHIKey:	LLPOLZWFYMWNKH-CMKMFDCUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2971

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	234
0.1-0.2	1107
0.2-0.3	2482
0.3-0.4	7103
0.4-0.5	6267
0.5-0.6	6470
0.6-0.7	6674
0.7-0.8	515
0.8-0.85	21
0.85-0.9	14
0.9-0.95	1
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	NPC115906
High Similarity	0.9701	NPC214629
High Similarity	0.9257	NPC66909
High Similarity	0.8983	NPC174783
High Similarity	0.8944	NPC254045
High Similarity	0.8944	NPC201055
High Similarity	0.8944	NPC64576
High Similarity	0.8944	NPC151470
High Similarity	0.8909	NPC475780
High Similarity	0.8791	NPC67346
High Similarity	0.8736	NPC311781
High Similarity	0.8727	NPC323443
High Similarity	0.8727	NPC180756
High Similarity	0.8689	NPC140577
High Similarity	0.8689	NPC43069
High Similarity	0.8629	NPC298339
High Similarity	0.8587	NPC97086
Intermediate Similarity	0.8486	NPC232533
Intermediate Similarity	0.8404	NPC157958
Intermediate Similarity	0.8387	NPC243483
Intermediate Similarity	0.8372	NPC124657
Intermediate Similarity	0.8297	NPC196231
Intermediate Similarity	0.828	NPC474427
Intermediate Similarity	0.8216	NPC474432
Intermediate Similarity	0.8216	NPC475713
Intermediate Similarity	0.8158	NPC126211
Intermediate Similarity	0.8111	NPC305847
Intermediate Similarity	0.8095	NPC244191
Intermediate Similarity	0.8066	NPC302449
Intermediate Similarity	0.8047	NPC85747
Intermediate Similarity	0.8047	NPC8337
Intermediate Similarity	0.8045	NPC35680
Intermediate Similarity	0.8023	NPC476572
Intermediate Similarity	0.8021	NPC279665
Intermediate Similarity	0.8012	NPC99659
Intermediate Similarity	0.8012	NPC325871
Intermediate Similarity	0.8011	NPC284842
Intermediate Similarity	0.8	NPC225774
Intermediate Similarity	0.7979	NPC293624
Intermediate Similarity	0.7955	NPC219341
Intermediate Similarity	0.7955	NPC476432
Intermediate Similarity	0.7955	NPC24264
Intermediate Similarity	0.7941	NPC81733
Intermediate Similarity	0.7941	NPC326316
Intermediate Similarity	0.791	NPC247389
Intermediate Similarity	0.7906	NPC475747
Intermediate Similarity	0.7898	NPC16805
Intermediate Similarity	0.7898	NPC167546
Intermediate Similarity	0.7898	NPC302527
Intermediate Similarity	0.7898	NPC255607
Intermediate Similarity	0.7898	NPC3375
Intermediate Similarity	0.7889	NPC329969
Intermediate Similarity	0.7876	NPC476500
Intermediate Similarity	0.7857	NPC149285
Intermediate Similarity	0.7857	NPC220961
Intermediate Similarity	0.7829	NPC477559
Intermediate Similarity	0.7829	NPC266753
Intermediate Similarity	0.7829	NPC232924
Intermediate Similarity	0.7829	NPC306902
Intermediate Similarity	0.7829	NPC160298
Intermediate Similarity	0.7809	NPC210918
Intermediate Similarity	0.7802	NPC118633
Intermediate Similarity	0.7802	NPC148693
Intermediate Similarity	0.7802	NPC294790
Intermediate Similarity	0.7796	NPC237579
Intermediate Similarity	0.7778	NPC227683
Intermediate Similarity	0.7765	NPC241055
Intermediate Similarity	0.776	NPC126284
Intermediate Similarity	0.7742	NPC162694
Intermediate Similarity	0.774	NPC476569
Intermediate Similarity	0.7727	NPC226428
Intermediate Similarity	0.7722	NPC474708
Intermediate Similarity	0.7709	NPC158376
Intermediate Similarity	0.7709	NPC205421
Intermediate Similarity	0.7709	NPC12053
Intermediate Similarity	0.7709	NPC81218
Intermediate Similarity	0.7709	NPC474931
Intermediate Similarity	0.7709	NPC306555
Intermediate Similarity	0.7709	NPC145832
Intermediate Similarity	0.7709	NPC117188
Intermediate Similarity	0.7701	NPC141440
Intermediate Similarity	0.7701	NPC244112
Intermediate Similarity	0.7697	NPC96603
Intermediate Similarity	0.7697	NPC253043
Intermediate Similarity	0.7697	NPC477563
Intermediate Similarity	0.7697	NPC196447
Intermediate Similarity	0.7697	NPC136508
Intermediate Similarity	0.7697	NPC306843
Intermediate Similarity	0.7697	NPC78222
Intermediate Similarity	0.7697	NPC212794
Intermediate Similarity	0.7697	NPC13504
Intermediate Similarity	0.7684	NPC470646
Intermediate Similarity	0.768	NPC149090
Intermediate Similarity	0.768	NPC19520
Intermediate Similarity	0.7676	NPC248642
Intermediate Similarity	0.7669	NPC325568
Intermediate Similarity	0.7667	NPC475845
Intermediate Similarity	0.7663	NPC267408
Intermediate Similarity	0.7657	NPC170503
Intermediate Similarity	0.7657	NPC203784
Intermediate Similarity	0.7657	NPC133817
Intermediate Similarity	0.7657	NPC476443
Intermediate Similarity	0.7657	NPC126519
Intermediate Similarity	0.764	NPC1229
Intermediate Similarity	0.764	NPC324144
Intermediate Similarity	0.7634	NPC156576
Intermediate Similarity	0.7627	NPC166014
Intermediate Similarity	0.7627	NPC27410
Intermediate Similarity	0.7624	NPC6152
Intermediate Similarity	0.7619	NPC63152
Intermediate Similarity	0.7614	NPC129603
Intermediate Similarity	0.7611	NPC474324
Intermediate Similarity	0.7611	NPC57812
Intermediate Similarity	0.7611	NPC298979
Intermediate Similarity	0.7609	NPC320223
Intermediate Similarity	0.7609	NPC114364
Intermediate Similarity	0.7604	NPC193906
Intermediate Similarity	0.7604	NPC23080
Intermediate Similarity	0.7598	NPC168409
Intermediate Similarity	0.7596	NPC229166
Intermediate Similarity	0.7596	NPC128560
Intermediate Similarity	0.7596	NPC199465
Intermediate Similarity	0.7592	NPC33256
Intermediate Similarity	0.7571	NPC118804
Intermediate Similarity	0.7568	NPC27887
Intermediate Similarity	0.7568	NPC99179
Intermediate Similarity	0.7558	NPC7467
Intermediate Similarity	0.7556	NPC304659
Intermediate Similarity	0.7556	NPC86144
Intermediate Similarity	0.7553	NPC230098
Intermediate Similarity	0.754	NPC302275
Intermediate Similarity	0.7529	NPC476579
Intermediate Similarity	0.7528	NPC249274
Intermediate Similarity	0.7527	NPC168753
Intermediate Similarity	0.7527	NPC118274
Intermediate Similarity	0.7514	NPC219162
Intermediate Similarity	0.7514	NPC65490
Intermediate Similarity	0.7514	NPC315707
Intermediate Similarity	0.7514	NPC204947
Intermediate Similarity	0.7514	NPC148014
Intermediate Similarity	0.7514	NPC78359
Intermediate Similarity	0.7514	NPC40389
Intermediate Similarity	0.7514	NPC150879
Intermediate Similarity	0.7513	NPC70290
Intermediate Similarity	0.7513	NPC14622
Intermediate Similarity	0.7513	NPC73020
Intermediate Similarity	0.7513	NPC215098
Intermediate Similarity	0.7513	NPC124302
Intermediate Similarity	0.7513	NPC46744
Intermediate Similarity	0.75	NPC16107
Intermediate Similarity	0.75	NPC180306
Intermediate Similarity	0.75	NPC476144
Intermediate Similarity	0.75	NPC314682
Intermediate Similarity	0.75	NPC106295
Intermediate Similarity	0.75	NPC51957
Intermediate Similarity	0.75	NPC210437
Intermediate Similarity	0.7487	NPC116284
Intermediate Similarity	0.7487	NPC275132
Intermediate Similarity	0.7486	NPC470924
Intermediate Similarity	0.7486	NPC239775
Intermediate Similarity	0.7486	NPC65403
Intermediate Similarity	0.7473	NPC474745
Intermediate Similarity	0.746	NPC214116
Intermediate Similarity	0.7459	NPC241704
Intermediate Similarity	0.7459	NPC112575
Intermediate Similarity	0.7459	NPC222524
Intermediate Similarity	0.7458	NPC146288
Intermediate Similarity	0.7456	NPC188163
Intermediate Similarity	0.7456	NPC328750
Intermediate Similarity	0.7456	NPC474915
Intermediate Similarity	0.7456	NPC213206
Intermediate Similarity	0.7446	NPC66341
Intermediate Similarity	0.7446	NPC477020
Intermediate Similarity	0.7446	NPC192135
Intermediate Similarity	0.7444	NPC189470
Intermediate Similarity	0.7436	NPC120671
Intermediate Similarity	0.7436	NPC72788
Intermediate Similarity	0.7436	NPC314100
Intermediate Similarity	0.7436	NPC226652
Intermediate Similarity	0.7435	NPC475754
Intermediate Similarity	0.7433	NPC32413
Intermediate Similarity	0.7433	NPC474506
Intermediate Similarity	0.7432	NPC477562
Intermediate Similarity	0.7432	NPC75958
Intermediate Similarity	0.7432	NPC26240
Intermediate Similarity	0.7432	NPC69712
Intermediate Similarity	0.743	NPC205167
Intermediate Similarity	0.743	NPC4304
Intermediate Similarity	0.7424	NPC80472
Intermediate Similarity	0.7423	NPC17677
Intermediate Similarity	0.7421	NPC208890
Intermediate Similarity	0.7419	NPC23219
Intermediate Similarity	0.7419	NPC474325
Intermediate Similarity	0.7414	NPC211296
Intermediate Similarity	0.7409	NPC477258
Intermediate Similarity	0.7405	NPC477558
Intermediate Similarity	0.7405	NPC304675
Intermediate Similarity	0.7403	NPC247972
Intermediate Similarity	0.7401	NPC41178
Intermediate Similarity	0.7401	NPC138487

Drug Structure

NPD2971 OpenBabel08211702562D 22 26 0 0 1 0 0 0 0 0999 V2000 -4.0465 -1.6059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3617 2.8564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 1.6734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 -1.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4282 -2.0923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4282 2.0919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6025 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8777 0.4180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 0.8365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1530 -0.8369 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8777 -0.4185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7034 -1.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7034 1.6734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4282 0.4180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7034 0.8365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7034 -0.8369 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4282 -0.4185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6025 -0.8369 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0656 -2.1178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0213 2.0919 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 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 1 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 2 0 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 M END $$$$

External Identifiers

TTD	DIB008737; DAP000253
DrugBank	DB00956
ChEMBL	CHEMBL1457
IUPHAR/BPS	7081
PharmaGKB	PA449900
KEGG Drug	D08045
PubChem CID	5284569
ChEBI	5779
CAS Number	125-29-1

Drug Properties

Molecular Weight	299.15
ALogP	-0.6176
MLogP	3
XLogP	1.426
HDA	2
HBD	0
Rotatable Bonds	3
TPSA	38.77
RO5 Violation	0