NPASS drugs

Drug Information

Drug ID:	NPD3595
Drug Name:	Levallorphan
Molecular Formula:	C19H25NO
Canonical SMILES:	C=CCN1CC[C@@]23[C@H]([C@H]1Cc1c3cc(cc1)O)CCCC2
Standard InCHI:	InChI=1S/C19H25NO/c1-2-10-20-11-9-19-8-4-3-5-16(19)18(20)12-14-6-7-15(21)13-17(14)19/h2,6-7,13,16,18,21H,1,3-5,8-12H2/t16-,18+,19+/m0/s1
Standard InCHIKey:	OZYUPQUCAUTOBP-QXAKKESOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3595

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	199
0.1-0.2	1162
0.2-0.3	3330
0.3-0.4	7755
0.4-0.5	7143
0.5-0.6	8867
0.6-0.7	2069
0.7-0.8	355
0.8-0.85	1
0.85-0.9	1
0.9-0.95	1
0.95-1	7

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	NPC124802
High Similarity	0.9756	NPC89769
High Similarity	0.9756	NPC126859
High Similarity	0.9756	NPC259665
High Similarity	0.9754	NPC268763
High Similarity	0.9754	NPC66177
High Similarity	0.9754	NPC8305
High Similarity	0.9444	NPC149379
High Similarity	0.8779	NPC325568
Intermediate Similarity	0.8071	NPC470925
Intermediate Similarity	0.7955	NPC307020
Intermediate Similarity	0.792	NPC322753
Intermediate Similarity	0.784	NPC141782
Intermediate Similarity	0.7823	NPC11554
Intermediate Similarity	0.7801	NPC211468
Intermediate Similarity	0.7801	NPC170170
Intermediate Similarity	0.7801	NPC219233
Intermediate Similarity	0.7778	NPC176279
Intermediate Similarity	0.7778	NPC260323
Intermediate Similarity	0.7763	NPC166014
Intermediate Similarity	0.7763	NPC27410
Intermediate Similarity	0.7746	NPC323123
Intermediate Similarity	0.7734	NPC195922
Intermediate Similarity	0.7718	NPC26601
Intermediate Similarity	0.7717	NPC250323
Intermediate Similarity	0.7698	NPC13482
Intermediate Similarity	0.7662	NPC1229
Intermediate Similarity	0.7615	NPC471668
Intermediate Similarity	0.7603	NPC185838
Intermediate Similarity	0.7597	NPC268160
Intermediate Similarity	0.7548	NPC324144
Intermediate Similarity	0.7541	NPC155847
Intermediate Similarity	0.7541	NPC289381
Intermediate Similarity	0.7538	NPC147179
Intermediate Similarity	0.7538	NPC35797
Intermediate Similarity	0.7538	NPC192948
Intermediate Similarity	0.7533	NPC81733
Intermediate Similarity	0.7533	NPC326316
Intermediate Similarity	0.7532	NPC226428
Intermediate Similarity	0.7519	NPC715
Intermediate Similarity	0.7516	NPC158376
Intermediate Similarity	0.7516	NPC306555
Intermediate Similarity	0.7516	NPC81218
Intermediate Similarity	0.7516	NPC117188
Intermediate Similarity	0.7516	NPC205421
Intermediate Similarity	0.7516	NPC12053
Intermediate Similarity	0.7516	NPC145832
Intermediate Similarity	0.7516	NPC298979
Intermediate Similarity	0.7516	NPC474931
Intermediate Similarity	0.75	NPC48342
Intermediate Similarity	0.75	NPC212794
Intermediate Similarity	0.75	NPC136508
Intermediate Similarity	0.75	NPC78222
Intermediate Similarity	0.75	NPC476151
Intermediate Similarity	0.75	NPC13504
Intermediate Similarity	0.75	NPC95716
Intermediate Similarity	0.75	NPC253043
Intermediate Similarity	0.75	NPC77772
Intermediate Similarity	0.75	NPC255607
Intermediate Similarity	0.75	NPC477563
Intermediate Similarity	0.75	NPC164649
Intermediate Similarity	0.75	NPC196447
Intermediate Similarity	0.75	NPC321505
Intermediate Similarity	0.75	NPC179825
Intermediate Similarity	0.75	NPC3375
Intermediate Similarity	0.75	NPC96603
Intermediate Similarity	0.75	NPC306843
Intermediate Similarity	0.75	NPC191376
Intermediate Similarity	0.7481	NPC38893
Intermediate Similarity	0.7481	NPC477137
Intermediate Similarity	0.7481	NPC219112
Intermediate Similarity	0.7481	NPC308828
Intermediate Similarity	0.7481	NPC308311
Intermediate Similarity	0.7468	NPC221864
Intermediate Similarity	0.746	NPC151477
Intermediate Similarity	0.7452	NPC81247
Intermediate Similarity	0.7452	NPC35627
Intermediate Similarity	0.7452	NPC124657
Intermediate Similarity	0.7452	NPC476573
Intermediate Similarity	0.745	NPC246587
Intermediate Similarity	0.745	NPC428
Intermediate Similarity	0.745	NPC135538
Intermediate Similarity	0.745	NPC476571
Intermediate Similarity	0.745	NPC24233
Intermediate Similarity	0.745	NPC147390
Intermediate Similarity	0.7444	NPC93071
Intermediate Similarity	0.7444	NPC42657
Intermediate Similarity	0.7444	NPC126002
Intermediate Similarity	0.7442	NPC46940
Intermediate Similarity	0.7431	NPC150712
Intermediate Similarity	0.7424	NPC477136
Intermediate Similarity	0.7424	NPC16030
Intermediate Similarity	0.7424	NPC172219
Intermediate Similarity	0.7424	NPC304510
Intermediate Similarity	0.7419	NPC235143
Intermediate Similarity	0.7419	NPC119649
Intermediate Similarity	0.7419	NPC230956
Intermediate Similarity	0.7419	NPC205255
Intermediate Similarity	0.7419	NPC271388
Intermediate Similarity	0.7407	NPC109151
Intermediate Similarity	0.7403	NPC79328
Intermediate Similarity	0.74	NPC103379
Intermediate Similarity	0.74	NPC477565
Intermediate Similarity	0.7398	NPC211885
Intermediate Similarity	0.7391	NPC329969
Intermediate Similarity	0.7388	NPC99734
Intermediate Similarity	0.7388	NPC321133
Intermediate Similarity	0.7388	NPC318552
Intermediate Similarity	0.7388	NPC190501
Intermediate Similarity	0.7385	NPC322239
Intermediate Similarity	0.7385	NPC321589
Intermediate Similarity	0.7383	NPC144863
Intermediate Similarity	0.7383	NPC90844
Intermediate Similarity	0.7383	NPC253883
Intermediate Similarity	0.7383	NPC95075
Intermediate Similarity	0.7376	NPC33338
Intermediate Similarity	0.7376	NPC302171
Intermediate Similarity	0.7376	NPC300020
Intermediate Similarity	0.7372	NPC79402
Intermediate Similarity	0.7372	NPC80759
Intermediate Similarity	0.7368	NPC469609
Intermediate Similarity	0.7368	NPC471671
Intermediate Similarity	0.7364	NPC266937
Intermediate Similarity	0.7364	NPC470770
Intermediate Similarity	0.7361	NPC193528
Intermediate Similarity	0.7351	NPC192768
Intermediate Similarity	0.7351	NPC151895
Intermediate Similarity	0.7351	NPC97221
Intermediate Similarity	0.7351	NPC88249
Intermediate Similarity	0.7351	NPC220858
Intermediate Similarity	0.7348	NPC92
Intermediate Similarity	0.7348	NPC141001
Intermediate Similarity	0.7348	NPC82963
Intermediate Similarity	0.7348	NPC469663
Intermediate Similarity	0.7344	NPC314187
Intermediate Similarity	0.7344	NPC58865
Intermediate Similarity	0.7338	NPC186063
Intermediate Similarity	0.7333	NPC328504
Intermediate Similarity	0.7328	NPC471534
Intermediate Similarity	0.7324	NPC132847
Intermediate Similarity	0.7313	NPC469644
Intermediate Similarity	0.7312	NPC118274
Intermediate Similarity	0.7312	NPC168753
Intermediate Similarity	0.7308	NPC62867
Intermediate Similarity	0.7308	NPC177962
Intermediate Similarity	0.7308	NPC475780
Intermediate Similarity	0.7305	NPC257390
Intermediate Similarity	0.7303	NPC8337
Intermediate Similarity	0.7303	NPC85747
Intermediate Similarity	0.7302	NPC117115
Intermediate Similarity	0.7293	NPC38458
Intermediate Similarity	0.7293	NPC299180
Intermediate Similarity	0.7293	NPC311737
Intermediate Similarity	0.729	NPC476572
Intermediate Similarity	0.7287	NPC474149
Intermediate Similarity	0.7285	NPC219162
Intermediate Similarity	0.7285	NPC207824
Intermediate Similarity	0.7285	NPC60538
Intermediate Similarity	0.7285	NPC92541
Intermediate Similarity	0.7279	NPC142198
Intermediate Similarity	0.7279	NPC77569
Intermediate Similarity	0.7278	NPC134858
Intermediate Similarity	0.7273	NPC39701
Intermediate Similarity	0.7273	NPC469719
Intermediate Similarity	0.7273	NPC249797
Intermediate Similarity	0.7273	NPC110416
Intermediate Similarity	0.7273	NPC99659
Intermediate Similarity	0.7273	NPC189266
Intermediate Similarity	0.7273	NPC2413
Intermediate Similarity	0.7273	NPC325871
Intermediate Similarity	0.7273	NPC469817
Intermediate Similarity	0.7273	NPC184026
Intermediate Similarity	0.7273	NPC127674
Intermediate Similarity	0.7273	NPC5238
Intermediate Similarity	0.7273	NPC295691
Intermediate Similarity	0.7273	NPC204828
Intermediate Similarity	0.7273	NPC172765
Intermediate Similarity	0.7273	NPC278799
Intermediate Similarity	0.7273	NPC207757
Intermediate Similarity	0.7273	NPC276588
Intermediate Similarity	0.7273	NPC54379
Intermediate Similarity	0.7273	NPC193949
Intermediate Similarity	0.7267	NPC239775
Intermediate Similarity	0.7266	NPC24101
Intermediate Similarity	0.7266	NPC96224
Intermediate Similarity	0.726	NPC314682
Intermediate Similarity	0.7259	NPC135467
Intermediate Similarity	0.7259	NPC260832
Intermediate Similarity	0.7244	NPC271274
Intermediate Similarity	0.7244	NPC21594
Intermediate Similarity	0.7236	NPC32674
Intermediate Similarity	0.7236	NPC225464
Intermediate Similarity	0.7226	NPC203784
Intermediate Similarity	0.7226	NPC180756
Intermediate Similarity	0.7226	NPC323443
Intermediate Similarity	0.7226	NPC170503
Intermediate Similarity	0.7226	NPC126519
Intermediate Similarity	0.7226	NPC147091
Intermediate Similarity	0.7226	NPC29647
Intermediate Similarity	0.7222	NPC192135

Drug Structure

NPD3595 OpenBabel08211703112D 22 25 0 0 1 0 0 0 0 0999 V2000 -2.0105 1.3602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1242 1.1232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2547 -3.0876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0490 -2.6284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4599 -2.6293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9655 0.1239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7603 -0.3347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0485 -1.7110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7947 -0.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8863 0.2371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7945 0.4591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3764 -0.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9659 -1.7113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1709 -0.3351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7605 -1.2523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4594 -1.7119 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1712 -1.2527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4592 -0.7943 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2537 -1.2527 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5551 -1.7109 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5554 -2.6284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 17 2 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 6 0 0 0 17 19 1 0 0 0 0 18 12 1 6 0 0 0 18 20 1 0 0 0 0 19 8 1 6 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000348
DrugBank	DB00504
ChEMBL	CHEMBL1254682
IUPHAR/BPS	7209
PharmaGKB	PA164749284
KEGG Drug
PubChem CID	5359371
ChEBI	6431
CAS Number	152-02-3

Drug Properties

Molecular Weight	283.19
ALogP	-0.3827
MLogP	3.33
XLogP	4.303
HDA	1
HBD	1
Rotatable Bonds	3
TPSA	23.47
RO5 Violation	0