NPASS drugs

Drug Information

Drug ID:	NPD4665
Drug Name:	Nalbuphine
Molecular Formula:	C21H27NO4
Canonical SMILES:	O[C@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CCC2)ccc1O)O
Standard InCHI:	InChI=1S/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2/t15-,16+,19-,20-,21+/m0/s1
Standard InCHIKey:	NETZHAKZCGBWSS-CEDHKZHLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4665

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	295
0.1-0.2	1217
0.2-0.3	3036
0.3-0.4	7427
0.4-0.5	5963
0.5-0.6	5790
0.6-0.7	6748
0.7-0.8	396
0.8-0.85	4
0.85-0.9	10
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	0.9128	NPC97086
High Similarity	0.9031	NPC243483
High Similarity	0.9031	NPC67346
High Similarity	0.9031	NPC232533
High Similarity	0.8934	NPC43069
High Similarity	0.8934	NPC140577
High Similarity	0.88	NPC126211
High Similarity	0.8693	NPC201055
High Similarity	0.8693	NPC64576
High Similarity	0.8693	NPC254045
High Similarity	0.8693	NPC151470
High Similarity	0.8663	NPC157958
High Similarity	0.8629	NPC174783
High Similarity	0.8507	NPC311781
Intermediate Similarity	0.8492	NPC66909
Intermediate Similarity	0.8182	NPC214629
Intermediate Similarity	0.803	NPC298339
Intermediate Similarity	0.802	NPC196231
Intermediate Similarity	0.794	NPC115906
Intermediate Similarity	0.7933	NPC286135
Intermediate Similarity	0.7871	NPC162694
Intermediate Similarity	0.785	NPC305847
Intermediate Similarity	0.782	NPC80472
Intermediate Similarity	0.7811	NPC302449
Intermediate Similarity	0.7805	NPC94499
Intermediate Similarity	0.7762	NPC244191
Intermediate Similarity	0.774	NPC293624
Intermediate Similarity	0.774	NPC83019
Intermediate Similarity	0.7692	NPC204580
Intermediate Similarity	0.7644	NPC33256
Intermediate Similarity	0.7608	NPC279665
Intermediate Similarity	0.757	NPC476500
Intermediate Similarity	0.7525	NPC124657
Intermediate Similarity	0.7525	NPC35680
Intermediate Similarity	0.7524	NPC8927
Intermediate Similarity	0.7511	NPC82056
Intermediate Similarity	0.7467	NPC316292
Intermediate Similarity	0.7463	NPC129578
Intermediate Similarity	0.7445	NPC315914
Intermediate Similarity	0.744	NPC228209
Intermediate Similarity	0.7421	NPC38964
Intermediate Similarity	0.7419	NPC106840
Intermediate Similarity	0.7419	NPC476495
Intermediate Similarity	0.7419	NPC94687
Intermediate Similarity	0.7416	NPC240808
Intermediate Similarity	0.7415	NPC478050
Intermediate Similarity	0.7404	NPC141440
Intermediate Similarity	0.7387	NPC3375
Intermediate Similarity	0.7387	NPC255607
Intermediate Similarity	0.7383	NPC316164
Intermediate Similarity	0.738	NPC211215
Intermediate Similarity	0.7379	NPC221820
Intermediate Similarity	0.7373	NPC326895
Intermediate Similarity	0.7343	NPC476273
Intermediate Similarity	0.7343	NPC104682
Intermediate Similarity	0.734	NPC288813
Intermediate Similarity	0.7336	NPC474427
Intermediate Similarity	0.733	NPC315253
Intermediate Similarity	0.7327	NPC263212
Intermediate Similarity	0.7324	NPC70290
Intermediate Similarity	0.7324	NPC215098
Intermediate Similarity	0.7324	NPC46744
Intermediate Similarity	0.7324	NPC73020
Intermediate Similarity	0.7324	NPC14622
Intermediate Similarity	0.7324	NPC124302
Intermediate Similarity	0.7321	NPC476170
Intermediate Similarity	0.7317	NPC309692
Intermediate Similarity	0.7308	NPC295531
Intermediate Similarity	0.7306	NPC476496
Intermediate Similarity	0.7306	NPC46990
Intermediate Similarity	0.7304	NPC472276
Intermediate Similarity	0.7304	NPC329969
Intermediate Similarity	0.7304	NPC131866
Intermediate Similarity	0.7295	NPC23553
Intermediate Similarity	0.7295	NPC77179
Intermediate Similarity	0.7294	NPC314596
Intermediate Similarity	0.7291	NPC150131
Intermediate Similarity	0.7277	NPC475713
Intermediate Similarity	0.7277	NPC472277
Intermediate Similarity	0.7277	NPC474432
Intermediate Similarity	0.7273	NPC246153
Intermediate Similarity	0.7269	NPC202771
Intermediate Similarity	0.7269	NPC2173
Intermediate Similarity	0.7269	NPC328700
Intermediate Similarity	0.7269	NPC119818
Intermediate Similarity	0.7268	NPC121333
Intermediate Similarity	0.726	NPC244903
Intermediate Similarity	0.7257	NPC44040
Intermediate Similarity	0.7256	NPC314100
Intermediate Similarity	0.7256	NPC226652
Intermediate Similarity	0.7256	NPC72788
Intermediate Similarity	0.7256	NPC120671
Intermediate Similarity	0.7255	NPC152477
Intermediate Similarity	0.7255	NPC165456
Intermediate Similarity	0.725	NPC472962
Intermediate Similarity	0.725	NPC472961
Intermediate Similarity	0.7248	NPC475768
Intermediate Similarity	0.7248	NPC314946
Intermediate Similarity	0.7241	NPC477517
Intermediate Similarity	0.7241	NPC170245
Intermediate Similarity	0.7241	NPC191012
Intermediate Similarity	0.7241	NPC185031
Intermediate Similarity	0.7238	NPC469437
Intermediate Similarity	0.7236	NPC226428
Intermediate Similarity	0.7236	NPC475780
Intermediate Similarity	0.7233	NPC310794
Intermediate Similarity	0.7233	NPC475080
Intermediate Similarity	0.7228	NPC205265
Intermediate Similarity	0.7228	NPC124038
Intermediate Similarity	0.7228	NPC476931
Intermediate Similarity	0.7228	NPC475985
Intermediate Similarity	0.7228	NPC476822
Intermediate Similarity	0.7228	NPC18100
Intermediate Similarity	0.7228	NPC475055
Intermediate Similarity	0.7228	NPC472281
Intermediate Similarity	0.7225	NPC170203
Intermediate Similarity	0.722	NPC313717
Intermediate Similarity	0.722	NPC315306
Intermediate Similarity	0.722	NPC279209
Intermediate Similarity	0.722	NPC102277
Intermediate Similarity	0.7214	NPC35345
Intermediate Similarity	0.7212	NPC246877
Intermediate Similarity	0.7206	NPC227683
Intermediate Similarity	0.7206	NPC476306
Intermediate Similarity	0.7206	NPC117854
Intermediate Similarity	0.7206	NPC6588
Intermediate Similarity	0.7206	NPC477154
Intermediate Similarity	0.7206	NPC193222
Intermediate Similarity	0.7198	NPC99179
Intermediate Similarity	0.7192	NPC62261
Intermediate Similarity	0.7192	NPC224280
Intermediate Similarity	0.7192	NPC473286
Intermediate Similarity	0.7192	NPC326520
Intermediate Similarity	0.7192	NPC21016
Intermediate Similarity	0.7192	NPC234052
Intermediate Similarity	0.7192	NPC146584
Intermediate Similarity	0.719	NPC240508
Intermediate Similarity	0.719	NPC182693
Intermediate Similarity	0.7184	NPC472620
Intermediate Similarity	0.7184	NPC118128
Intermediate Similarity	0.7178	NPC472964
Intermediate Similarity	0.7177	NPC475566
Intermediate Similarity	0.7172	NPC323443
Intermediate Similarity	0.7172	NPC180756
Intermediate Similarity	0.7171	NPC213416
Intermediate Similarity	0.7171	NPC242395
Intermediate Similarity	0.717	NPC226708
Intermediate Similarity	0.7164	NPC472902
Intermediate Similarity	0.7163	NPC473562
Intermediate Similarity	0.7163	NPC98943
Intermediate Similarity	0.7157	NPC173292
Intermediate Similarity	0.7157	NPC235610
Intermediate Similarity	0.7157	NPC128293
Intermediate Similarity	0.7157	NPC62444
Intermediate Similarity	0.7157	NPC476056
Intermediate Similarity	0.7157	NPC43319
Intermediate Similarity	0.715	NPC60848
Intermediate Similarity	0.715	NPC471969
Intermediate Similarity	0.7143	NPC329669
Intermediate Similarity	0.7143	NPC208120
Intermediate Similarity	0.7143	NPC472278
Intermediate Similarity	0.7143	NPC186686
Intermediate Similarity	0.7143	NPC18306
Intermediate Similarity	0.7143	NPC472625
Intermediate Similarity	0.7143	NPC173587
Intermediate Similarity	0.7143	NPC473313
Intermediate Similarity	0.7143	NPC220313
Intermediate Similarity	0.7143	NPC284842
Intermediate Similarity	0.7136	NPC180901
Intermediate Similarity	0.7136	NPC300757
Intermediate Similarity	0.7136	NPC101107
Intermediate Similarity	0.713	NPC267414
Intermediate Similarity	0.713	NPC207239
Intermediate Similarity	0.7129	NPC475783
Intermediate Similarity	0.7129	NPC472906
Intermediate Similarity	0.7129	NPC248642
Intermediate Similarity	0.7129	NPC308992
Intermediate Similarity	0.7129	NPC476929
Intermediate Similarity	0.7129	NPC173137
Intermediate Similarity	0.7124	NPC316368
Intermediate Similarity	0.7124	NPC284236
Intermediate Similarity	0.7122	NPC232936
Intermediate Similarity	0.7122	NPC283041
Intermediate Similarity	0.7122	NPC474024
Intermediate Similarity	0.7122	NPC126204
Intermediate Similarity	0.7122	NPC473094
Intermediate Similarity	0.7122	NPC218226
Intermediate Similarity	0.7122	NPC247973
Intermediate Similarity	0.7122	NPC186392
Intermediate Similarity	0.7116	NPC24228
Intermediate Similarity	0.7115	NPC27887
Intermediate Similarity	0.7115	NPC287243
Intermediate Similarity	0.7115	NPC294149
Intermediate Similarity	0.7115	NPC469438
Intermediate Similarity	0.7115	NPC469973
Intermediate Similarity	0.7114	NPC477410
Intermediate Similarity	0.7114	NPC55738
Intermediate Similarity	0.7109	NPC214116
Intermediate Similarity	0.7108	NPC108433
Intermediate Similarity	0.7108	NPC475888

Drug Structure

NPD4665 OpenBabel08211705262D 29 34 0 0 1 0 0 0 0 0999 V2000 -0.0000 -0.8372 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 0.8372 -0.8372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0392 1.5591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8479 1.3424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8880 -1.6174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6713 -0.8087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8554 0.3753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8300 1.4008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6385 1.1838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4293 0.5920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8372 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4472 0.9671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0646 0.5337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6967 -1.8341 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0467 0.5920 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.6639 0.1584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4726 -0.0583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2888 -1.2421 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0721 -0.4334 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2634 -0.2167 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2380 0.8087 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8733 0.3170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9134 -2.6429 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4547 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3784 -1.1477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2422 1.0686 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6940 -2.9457 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0520 -0.7341 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 12 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 21 1 0 0 0 0 8 9 1 0 0 0 0 8 20 1 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 13 17 2 0 0 0 0 14 18 2 0 0 0 0 14 23 1 0 0 0 0 15 19 1 0 0 0 0 15 24 1 1 0 0 0 16 21 1 6 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 1 0 0 0 19 26 1 0 0 0 0 20 21 1 1 0 0 0 21 25 1 6 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000380; DIB008334; DIB016192
DrugBank	DB00844
ChEMBL	CHEMBL895
IUPHAR/BPS	1663
PharmaGKB	PA164745372
KEGG Drug	D08246
PubChem CID	5360733; 5311304
ChEBI	7454
CAS Number	20594-83-6

Drug Properties

Molecular Weight	357.19
ALogP	-1.6392
MLogP	3.22
XLogP	0.763
HDA	5
HBD	3
Rotatable Bonds	5
TPSA	73.16
RO5 Violation	0