NPASS drugs

Drug Information

Drug ID:	NPD5259
Drug Name:	Oliceridine
Molecular Formula:	C22H30N2O2S
Canonical SMILES:	COc1ccsc1CNCC[C@]1(CCOC2(C1)CCCC2)c1ccccn1
Standard InCHI:	InChI=1S/C22H30N2O2S/c1-25-18-7-15-27-19(18)16-23-13-10-21(20-6-2-5-12-24-20)11-14-26-22(17-21)8-3-4-9-22/h2,5-7,12,15,23H,3-4,8-11,13-14,16-17H2,1H3/t21-/m1/s1
Standard InCHIKey:	DMNOVGJWPASQDL-OAQYLSRUSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5259

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	366
0.1-0.2	2609
0.2-0.3	10325
0.3-0.4	12345
0.4-0.5	2813
0.5-0.6	1811
0.6-0.7	605
0.7-0.8	16
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.75	NPC153467
Intermediate Similarity	0.7462	NPC206251
Intermediate Similarity	0.7462	NPC74382
Intermediate Similarity	0.7337	NPC224327
Intermediate Similarity	0.7333	NPC222592
Intermediate Similarity	0.7333	NPC168486
Intermediate Similarity	0.7214	NPC76748
Intermediate Similarity	0.7214	NPC134079
Intermediate Similarity	0.7192	NPC307963
Intermediate Similarity	0.7178	NPC92111
Intermediate Similarity	0.7164	NPC296527
Intermediate Similarity	0.7095	NPC285558
Intermediate Similarity	0.7067	NPC176538
Intermediate Similarity	0.7039	NPC251090
Intermediate Similarity	0.7033	NPC232727
Intermediate Similarity	0.7	NPC310118
Remote Similarity	0.6986	NPC315957
Remote Similarity	0.6986	NPC121772
Remote Similarity	0.6974	NPC476518
Remote Similarity	0.6957	NPC13880
Remote Similarity	0.6939	NPC121658
Remote Similarity	0.6939	NPC14651
Remote Similarity	0.693	NPC167860
Remote Similarity	0.693	NPC123976
Remote Similarity	0.6927	NPC170114
Remote Similarity	0.692	NPC110151
Remote Similarity	0.6915	NPC163055
Remote Similarity	0.6905	NPC19872
Remote Similarity	0.6898	NPC208284
Remote Similarity	0.6893	NPC195268
Remote Similarity	0.6893	NPC133140
Remote Similarity	0.6886	NPC24802
Remote Similarity	0.6884	NPC248454
Remote Similarity	0.6881	NPC470549
Remote Similarity	0.6866	NPC161887
Remote Similarity	0.6857	NPC287437
Remote Similarity	0.685	NPC141377
Remote Similarity	0.6833	NPC193267
Remote Similarity	0.6833	NPC213530
Remote Similarity	0.6818	NPC111624
Remote Similarity	0.6804	NPC177404
Remote Similarity	0.6789	NPC26679
Remote Similarity	0.6782	NPC219963
Remote Similarity	0.6779	NPC84853
Remote Similarity	0.6762	NPC267928
Remote Similarity	0.6759	NPC476465
Remote Similarity	0.6758	NPC266931
Remote Similarity	0.6745	NPC477019
Remote Similarity	0.6744	NPC470164
Remote Similarity	0.6744	NPC323345
Remote Similarity	0.6729	NPC476138
Remote Similarity	0.6729	NPC475774
Remote Similarity	0.6729	NPC245816
Remote Similarity	0.6725	NPC469554
Remote Similarity	0.6719	NPC477815
Remote Similarity	0.67	NPC470474
Remote Similarity	0.67	NPC266551
Remote Similarity	0.6699	NPC289786
Remote Similarity	0.6698	NPC476582
Remote Similarity	0.6698	NPC476578
Remote Similarity	0.6698	NPC36229
Remote Similarity	0.6698	NPC16452
Remote Similarity	0.6698	NPC4071
Remote Similarity	0.6698	NPC476581
Remote Similarity	0.6697	NPC290689
Remote Similarity	0.6682	NPC272483
Remote Similarity	0.6667	NPC329793
Remote Similarity	0.6667	NPC176127
Remote Similarity	0.6667	NPC314954
Remote Similarity	0.6651	NPC185782
Remote Similarity	0.6636	NPC296482
Remote Similarity	0.6636	NPC202768
Remote Similarity	0.6636	NPC251160
Remote Similarity	0.6636	NPC53069
Remote Similarity	0.6636	NPC316981
Remote Similarity	0.6636	NPC313189
Remote Similarity	0.6634	NPC84478
Remote Similarity	0.6634	NPC284678
Remote Similarity	0.6623	NPC180504
Remote Similarity	0.6622	NPC60621
Remote Similarity	0.6621	NPC11464
Remote Similarity	0.662	NPC118832
Remote Similarity	0.662	NPC47059
Remote Similarity	0.662	NPC274291
Remote Similarity	0.662	NPC165349
Remote Similarity	0.662	NPC329708
Remote Similarity	0.662	NPC187558
Remote Similarity	0.662	NPC264166
Remote Similarity	0.6606	NPC471080
Remote Similarity	0.6606	NPC475910
Remote Similarity	0.6606	NPC82548
Remote Similarity	0.6606	NPC469592
Remote Similarity	0.6602	NPC20249
Remote Similarity	0.6602	NPC314002
Remote Similarity	0.6599	NPC476446
Remote Similarity	0.6599	NPC78375
Remote Similarity	0.6599	NPC469813
Remote Similarity	0.6599	NPC311276
Remote Similarity	0.659	NPC472111
Remote Similarity	0.6589	NPC329747
Remote Similarity	0.6589	NPC234197
Remote Similarity	0.658	NPC101543
Remote Similarity	0.658	NPC26872
Remote Similarity	0.6578	NPC472099
Remote Similarity	0.6575	NPC174672
Remote Similarity	0.6575	NPC174758
Remote Similarity	0.6571	NPC99666
Remote Similarity	0.657	NPC171171
Remote Similarity	0.6569	NPC164228
Remote Similarity	0.6566	NPC471178
Remote Similarity	0.6562	NPC469594
Remote Similarity	0.6561	NPC171409
Remote Similarity	0.6561	NPC96405
Remote Similarity	0.656	NPC135549
Remote Similarity	0.6558	NPC31930
Remote Similarity	0.6553	NPC204717
Remote Similarity	0.6553	NPC284559
Remote Similarity	0.6538	NPC46580
Remote Similarity	0.6533	NPC474561
Remote Similarity	0.6533	NPC49954
Remote Similarity	0.6532	NPC476287
Remote Similarity	0.6532	NPC162530
Remote Similarity	0.6505	NPC220765
Remote Similarity	0.65	NPC469589
Remote Similarity	0.65	NPC201700
Remote Similarity	0.6491	NPC122436
Remote Similarity	0.6486	NPC472098
Remote Similarity	0.6486	NPC202605
Remote Similarity	0.6486	NPC112206
Remote Similarity	0.648	NPC469762
Remote Similarity	0.648	NPC26850
Remote Similarity	0.648	NPC129721
Remote Similarity	0.6474	NPC471323
Remote Similarity	0.6473	NPC8022
Remote Similarity	0.6473	NPC470799
Remote Similarity	0.6471	NPC5145
Remote Similarity	0.6471	NPC104049
Remote Similarity	0.6471	NPC211997
Remote Similarity	0.6465	NPC282231
Remote Similarity	0.6462	NPC106937
Remote Similarity	0.6462	NPC226202
Remote Similarity	0.6455	NPC287208
Remote Similarity	0.645	NPC160105
Remote Similarity	0.645	NPC54988
Remote Similarity	0.6449	NPC77555
Remote Similarity	0.6449	NPC224928
Remote Similarity	0.6443	NPC216713
Remote Similarity	0.6441	NPC101350
Remote Similarity	0.6435	NPC214428
Remote Similarity	0.6432	NPC40779
Remote Similarity	0.6429	NPC469785
Remote Similarity	0.6426	NPC295228
Remote Similarity	0.6425	NPC472110
Remote Similarity	0.6425	NPC472109
Remote Similarity	0.6422	NPC223427
Remote Similarity	0.6422	NPC134586
Remote Similarity	0.6419	NPC72211
Remote Similarity	0.6418	NPC63751
Remote Similarity	0.6416	NPC96321
Remote Similarity	0.6414	NPC25899
Remote Similarity	0.6414	NPC279918
Remote Similarity	0.6413	NPC94157
Remote Similarity	0.641	NPC73952
Remote Similarity	0.641	NPC25008
Remote Similarity	0.641	NPC469763
Remote Similarity	0.641	NPC259644
Remote Similarity	0.641	NPC469786
Remote Similarity	0.641	NPC469765
Remote Similarity	0.641	NPC469760
Remote Similarity	0.6408	NPC249662
Remote Similarity	0.6404	NPC314603
Remote Similarity	0.6402	NPC473053
Remote Similarity	0.64	NPC152768
Remote Similarity	0.64	NPC274982
Remote Similarity	0.64	NPC288349
Remote Similarity	0.64	NPC148183
Remote Similarity	0.64	NPC472027
Remote Similarity	0.6398	NPC235685
Remote Similarity	0.6398	NPC95783
Remote Similarity	0.6396	NPC471304
Remote Similarity	0.6393	NPC475070
Remote Similarity	0.6391	NPC245348
Remote Similarity	0.639	NPC151939
Remote Similarity	0.639	NPC283152
Remote Similarity	0.639	NPC184964
Remote Similarity	0.639	NPC59269
Remote Similarity	0.6385	NPC79293
Remote Similarity	0.6385	NPC279401
Remote Similarity	0.6384	NPC478074
Remote Similarity	0.6382	NPC59779
Remote Similarity	0.6382	NPC124542
Remote Similarity	0.6382	NPC471177
Remote Similarity	0.6378	NPC211572
Remote Similarity	0.6378	NPC80597
Remote Similarity	0.6378	NPC70922
Remote Similarity	0.6378	NPC212376
Remote Similarity	0.6378	NPC75540
Remote Similarity	0.6376	NPC260900
Remote Similarity	0.6372	NPC305984
Remote Similarity	0.6364	NPC163421

Drug Structure

NPD5259 OpenBabel08211706322D 28 31 0 0 1 0 0 0 0 0999 V2000 6.6799 1.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -1.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -1.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2709 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3198 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2321 -0.1340 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -1.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0108 0.7601 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 6.3198 -1.8090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 0.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 12 1 0 0 0 0 6 20 2 0 0 0 0 7 15 2 0 0 0 0 7 18 1 0 0 0 0 8 22 1 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 24 2 0 0 0 0 13 23 1 0 0 0 0 14 26 1 0 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 16 23 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 10 1 6 0 0 0 22 26 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018044
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	66553195
ChEBI
CAS Number

Drug Properties

Molecular Weight	386.20
ALogP	0.112
MLogP	3.33
XLogP	4.373
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	71.62
RO5 Violation	0