NPASS drugs

Drug Information

Drug ID:	NPD4725
Drug Name:	Butorphanol
Molecular Formula:	C21H29NO2
Canonical SMILES:	Oc1ccc2c(c1)[C@]13CCCC[C@]3([C@@H](C2)N(CC1)CC1CCC1)O
Standard InCHI:	InChI=1S/C21H29NO2/c23-17-7-6-16-12-19-21(24)9-2-1-8-20(21,18(16)13-17)10-11-22(19)14-15-4-3-5-15/h6-7,13,15,19,23-24H,1-5,8-12,14H2/t19-,20+,21-/m1/s1
Standard InCHIKey:	IFKLAQQSCNILHL-QHAWAJNXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4725

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	213
0.1-0.2	1098
0.2-0.3	3238
0.3-0.4	7855
0.4-0.5	6943
0.5-0.6	9451
0.6-0.7	1876
0.7-0.8	206
0.8-0.85	2
0.85-0.9	4
0.9-0.95	4
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	0.9091	NPC124802
High Similarity	0.9023	NPC259665
High Similarity	0.9023	NPC89769
High Similarity	0.9023	NPC126859
High Similarity	0.8872	NPC66177
High Similarity	0.8872	NPC8305
High Similarity	0.8872	NPC268763
High Similarity	0.875	NPC149379
Intermediate Similarity	0.8156	NPC325568
Intermediate Similarity	0.8029	NPC307020
Intermediate Similarity	0.7625	NPC1229
Intermediate Similarity	0.7516	NPC324144
Intermediate Similarity	0.75	NPC27410
Intermediate Similarity	0.75	NPC166014
Intermediate Similarity	0.7485	NPC306555
Intermediate Similarity	0.7485	NPC145832
Intermediate Similarity	0.7485	NPC117188
Intermediate Similarity	0.7485	NPC205421
Intermediate Similarity	0.7485	NPC474931
Intermediate Similarity	0.7485	NPC81218
Intermediate Similarity	0.7485	NPC12053
Intermediate Similarity	0.7485	NPC158376
Intermediate Similarity	0.747	NPC329969
Intermediate Similarity	0.7469	NPC136508
Intermediate Similarity	0.7469	NPC477563
Intermediate Similarity	0.7469	NPC196447
Intermediate Similarity	0.7469	NPC78222
Intermediate Similarity	0.7469	NPC253043
Intermediate Similarity	0.7469	NPC306843
Intermediate Similarity	0.7469	NPC13504
Intermediate Similarity	0.7469	NPC96603
Intermediate Similarity	0.7469	NPC212794
Intermediate Similarity	0.7445	NPC141001
Intermediate Similarity	0.7445	NPC471668
Intermediate Similarity	0.7426	NPC471534
Intermediate Similarity	0.7423	NPC124657
Intermediate Similarity	0.7417	NPC470925
Intermediate Similarity	0.74	NPC211468
Intermediate Similarity	0.74	NPC219233
Intermediate Similarity	0.74	NPC170170
Intermediate Similarity	0.7391	NPC304510
Intermediate Similarity	0.7391	NPC172219
Intermediate Similarity	0.7388	NPC141782
Intermediate Similarity	0.7368	NPC11554
Intermediate Similarity	0.7351	NPC323123
Intermediate Similarity	0.7338	NPC471671
Intermediate Similarity	0.7338	NPC469609
Intermediate Similarity	0.7337	NPC126284
Intermediate Similarity	0.7333	NPC176279
Intermediate Similarity	0.7333	NPC260323
Intermediate Similarity	0.7333	NPC322753
Intermediate Similarity	0.7329	NPC221864
Intermediate Similarity	0.7305	NPC328504
Intermediate Similarity	0.7299	NPC195922
Intermediate Similarity	0.7299	NPC268160
Intermediate Similarity	0.7294	NPC305847
Intermediate Similarity	0.7289	NPC168753
Intermediate Similarity	0.7289	NPC118274
Intermediate Similarity	0.7286	NPC469644
Intermediate Similarity	0.7286	NPC93071
Intermediate Similarity	0.7286	NPC126002
Intermediate Similarity	0.7284	NPC271388
Intermediate Similarity	0.7284	NPC119649
Intermediate Similarity	0.7284	NPC235143
Intermediate Similarity	0.7284	NPC205255
Intermediate Similarity	0.7284	NPC230956
Intermediate Similarity	0.7279	NPC250323
Intermediate Similarity	0.7278	NPC326316
Intermediate Similarity	0.7278	NPC81733
Intermediate Similarity	0.7273	NPC298979
Intermediate Similarity	0.7267	NPC476572
Intermediate Similarity	0.7259	NPC13482
Intermediate Similarity	0.7256	NPC169743
Intermediate Similarity	0.7251	NPC302449
Intermediate Similarity	0.7251	NPC248642
Intermediate Similarity	0.725	NPC99659
Intermediate Similarity	0.725	NPC325871
Intermediate Similarity	0.7246	NPC35797
Intermediate Similarity	0.7246	NPC147179
Intermediate Similarity	0.7246	NPC239775
Intermediate Similarity	0.7246	NPC192948
Intermediate Similarity	0.7244	NPC476151
Intermediate Similarity	0.7239	NPC79402
Intermediate Similarity	0.7239	NPC80759
Intermediate Similarity	0.7233	NPC26601
Intermediate Similarity	0.7226	NPC185838
Intermediate Similarity	0.7214	NPC206
Intermediate Similarity	0.7212	NPC476573
Intermediate Similarity	0.7212	NPC35627
Intermediate Similarity	0.7212	NPC81247
Intermediate Similarity	0.7209	NPC156576
Intermediate Similarity	0.7206	NPC77772
Intermediate Similarity	0.7206	NPC95716
Intermediate Similarity	0.7205	NPC323443
Intermediate Similarity	0.7205	NPC180756
Intermediate Similarity	0.7202	NPC192135
Intermediate Similarity	0.7202	NPC66341
Intermediate Similarity	0.7202	NPC477020
Intermediate Similarity	0.7194	NPC308311
Intermediate Similarity	0.7194	NPC38893
Intermediate Similarity	0.7194	NPC219112
Intermediate Similarity	0.7194	NPC477137
Intermediate Similarity	0.7194	NPC308828
Intermediate Similarity	0.7186	NPC69712
Intermediate Similarity	0.7186	NPC26240
Intermediate Similarity	0.7186	NPC477562
Intermediate Similarity	0.7181	NPC132847
Intermediate Similarity	0.7176	NPC320223
Intermediate Similarity	0.7176	NPC114364
Intermediate Similarity	0.7169	NPC150879
Intermediate Similarity	0.716	NPC128560
Intermediate Similarity	0.716	NPC199465
Intermediate Similarity	0.716	NPC229166
Intermediate Similarity	0.7153	NPC46940
Intermediate Similarity	0.7152	NPC134858
Intermediate Similarity	0.7152	NPC255607
Intermediate Similarity	0.7152	NPC103379
Intermediate Similarity	0.7152	NPC477565
Intermediate Similarity	0.7152	NPC3375
Intermediate Similarity	0.7143	NPC477136
Intermediate Similarity	0.7143	NPC16030
Intermediate Similarity	0.7134	NPC191376
Intermediate Similarity	0.7134	NPC321505
Intermediate Similarity	0.7134	NPC179825
Intermediate Similarity	0.7134	NPC60186
Intermediate Similarity	0.7133	NPC475166
Intermediate Similarity	0.7123	NPC325294
Intermediate Similarity	0.7123	NPC321822
Intermediate Similarity	0.7123	NPC100414
Intermediate Similarity	0.7123	NPC43000
Intermediate Similarity	0.7122	NPC469719
Intermediate Similarity	0.7114	NPC3202
Intermediate Similarity	0.7113	NPC321133
Intermediate Similarity	0.7113	NPC99734
Intermediate Similarity	0.7101	NPC715
Intermediate Similarity	0.7092	NPC48342
Intermediate Similarity	0.7092	NPC154030
Intermediate Similarity	0.7092	NPC164649
Intermediate Similarity	0.7091	NPC233650
Intermediate Similarity	0.7089	NPC246587
Intermediate Similarity	0.7089	NPC24233
Intermediate Similarity	0.7089	NPC135538
Intermediate Similarity	0.7089	NPC476571
Intermediate Similarity	0.7089	NPC428
Intermediate Similarity	0.7089	NPC147390
Intermediate Similarity	0.7083	NPC471794
Intermediate Similarity	0.708	NPC266937
Intermediate Similarity	0.708	NPC151537
Intermediate Similarity	0.708	NPC470770
Intermediate Similarity	0.7075	NPC108164
Intermediate Similarity	0.7073	NPC226428
Intermediate Similarity	0.7072	NPC151470
Intermediate Similarity	0.7072	NPC64576
Intermediate Similarity	0.7072	NPC201055
Intermediate Similarity	0.7072	NPC254045
Intermediate Similarity	0.7071	NPC92
Intermediate Similarity	0.7071	NPC469663
Intermediate Similarity	0.7071	NPC82963
Intermediate Similarity	0.7066	NPC210140
Intermediate Similarity	0.7059	NPC150712
Intermediate Similarity	0.7059	NPC477558
Intermediate Similarity	0.7055	NPC124030
Intermediate Similarity	0.7055	NPC79328
Intermediate Similarity	0.7052	NPC476575
Intermediate Similarity	0.7048	NPC225774
Intermediate Similarity	0.7048	NPC209377
Intermediate Similarity	0.7042	NPC42657
Intermediate Similarity	0.7039	NPC66909
Intermediate Similarity	0.7037	NPC249797
Intermediate Similarity	0.7037	NPC193949
Intermediate Similarity	0.7037	NPC110416
Intermediate Similarity	0.7037	NPC39701
Intermediate Similarity	0.7037	NPC207757
Intermediate Similarity	0.7037	NPC54379
Intermediate Similarity	0.7037	NPC5238
Intermediate Similarity	0.7037	NPC276588
Intermediate Similarity	0.7037	NPC127674
Intermediate Similarity	0.7037	NPC204828
Intermediate Similarity	0.7037	NPC2413
Intermediate Similarity	0.7037	NPC189266
Intermediate Similarity	0.7037	NPC151477
Intermediate Similarity	0.7037	NPC295691
Intermediate Similarity	0.7037	NPC172765
Intermediate Similarity	0.7037	NPC469817
Intermediate Similarity	0.7037	NPC278799
Intermediate Similarity	0.7037	NPC184026
Intermediate Similarity	0.7035	NPC474507
Intermediate Similarity	0.7035	NPC99179
Intermediate Similarity	0.7029	NPC214116
Intermediate Similarity	0.7029	NPC62867
Intermediate Similarity	0.7029	NPC177962
Intermediate Similarity	0.7021	NPC299180
Intermediate Similarity	0.7021	NPC311737
Intermediate Similarity	0.7021	NPC38458
Intermediate Similarity	0.7018	NPC173416
Intermediate Similarity	0.7018	NPC476577
Intermediate Similarity	0.7018	NPC148709
Intermediate Similarity	0.7014	NPC77569
Intermediate Similarity	0.7014	NPC142198
Intermediate Similarity	0.7006	NPC476432

Drug Structure

NPD4725 OpenBabel08211705272D 26 30 0 0 1 0 0 0 0 0999 V2000 2.7138 -3.3505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7826 -3.3506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9312 -0.9312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9171 -1.3973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3826 -2.2040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1794 -2.5440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3169 -2.5442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7137 -0.8066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1795 -0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0544 -1.3970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9854 -3.0102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5897 0.6585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9312 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9858 -1.3971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9168 -3.0104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5199 -2.2036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2483 -0.9312 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7137 -1.7376 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7824 -1.7377 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2482 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3822 -3.8170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8512 -1.7378 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9164 -4.6234 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3857 -2.5443 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 15 1 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 12 16 1 0 0 0 0 12 19 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 0 0 0 0 16 18 2 0 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 6 0 0 0 19 22 1 0 0 0 0 20 21 1 1 0 0 0 21 24 1 6 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000214
DrugBank
ChEMBL
IUPHAR/BPS	7591
PharmaGKB
KEGG Drug
PubChem CID	5361092
ChEBI
CAS Number

Drug Properties

Molecular Weight	327.22
ALogP	-1.6122
MLogP	3.44
XLogP	3.663
HDA	2
HBD	2
Rotatable Bonds	4
TPSA	43.7
RO5 Violation	0