NPASS drugs

Drug Information

Drug ID:	NPD4578
Drug Name:	Nalmefene
Molecular Formula:	C21H25NO3
Canonical SMILES:	C=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O
Standard InCHI:	InChI=1S/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2/t16-,19+,20+,21-/m1/s1
Standard InCHIKey:	WJBLNOPPDWQMCH-MBPVOVBZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4578

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	273
0.1-0.2	1155
0.2-0.3	2961
0.3-0.4	7975
0.4-0.5	5209
0.5-0.6	7219
0.6-0.7	5191
0.7-0.8	828
0.8-0.85	68
0.85-0.9	8
0.9-0.95	3
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	0.929	NPC305847
High Similarity	0.9235	NPC302449
High Similarity	0.9036	NPC124657
High Similarity	0.884	NPC151470
High Similarity	0.884	NPC201055
High Similarity	0.884	NPC64576
High Similarity	0.884	NPC254045
High Similarity	0.8721	NPC329969
High Similarity	0.8619	NPC66909
High Similarity	0.8614	NPC323443
High Similarity	0.8614	NPC180756
Intermediate Similarity	0.8466	NPC99179
Intermediate Similarity	0.843	NPC145832
Intermediate Similarity	0.843	NPC306555
Intermediate Similarity	0.843	NPC474931
Intermediate Similarity	0.843	NPC117188
Intermediate Similarity	0.843	NPC81218
Intermediate Similarity	0.843	NPC205421
Intermediate Similarity	0.843	NPC158376
Intermediate Similarity	0.843	NPC12053
Intermediate Similarity	0.8371	NPC248642
Intermediate Similarity	0.8363	NPC1229
Intermediate Similarity	0.8362	NPC126284
Intermediate Similarity	0.8333	NPC118274
Intermediate Similarity	0.8333	NPC168753
Intermediate Similarity	0.8324	NPC156576
Intermediate Similarity	0.8314	NPC306843
Intermediate Similarity	0.8314	NPC253043
Intermediate Similarity	0.8314	NPC477563
Intermediate Similarity	0.8314	NPC196447
Intermediate Similarity	0.8314	NPC96603
Intermediate Similarity	0.8314	NPC212794
Intermediate Similarity	0.8314	NPC13504
Intermediate Similarity	0.8314	NPC136508
Intermediate Similarity	0.8314	NPC78222
Intermediate Similarity	0.8305	NPC114364
Intermediate Similarity	0.8305	NPC320223
Intermediate Similarity	0.8286	NPC239775
Intermediate Similarity	0.8256	NPC324144
Intermediate Similarity	0.8246	NPC166014
Intermediate Similarity	0.8246	NPC27410
Intermediate Similarity	0.8232	NPC214116
Intermediate Similarity	0.8212	NPC115906
Intermediate Similarity	0.8192	NPC229166
Intermediate Similarity	0.8192	NPC128560
Intermediate Similarity	0.8192	NPC199465
Intermediate Similarity	0.814	NPC249274
Intermediate Similarity	0.8136	NPC192135
Intermediate Similarity	0.8136	NPC477020
Intermediate Similarity	0.8136	NPC66341
Intermediate Similarity	0.8068	NPC83198
Intermediate Similarity	0.8068	NPC204908
Intermediate Similarity	0.8066	NPC476575
Intermediate Similarity	0.8056	NPC474507
Intermediate Similarity	0.8054	NPC478093
Intermediate Similarity	0.8045	NPC173416
Intermediate Similarity	0.8045	NPC476577
Intermediate Similarity	0.8045	NPC148709
Intermediate Similarity	0.8035	NPC18402
Intermediate Similarity	0.8035	NPC205167
Intermediate Similarity	0.8034	NPC232386
Intermediate Similarity	0.8034	NPC152680
Intermediate Similarity	0.8034	NPC190783
Intermediate Similarity	0.8023	NPC69712
Intermediate Similarity	0.8023	NPC476572
Intermediate Similarity	0.8023	NPC477562
Intermediate Similarity	0.8023	NPC129603
Intermediate Similarity	0.8023	NPC26240
Intermediate Similarity	0.8022	NPC135772
Intermediate Similarity	0.8011	NPC478092
Intermediate Similarity	0.8011	NPC210140
Intermediate Similarity	0.8011	NPC150879
Intermediate Similarity	0.8011	NPC478091
Intermediate Similarity	0.8011	NPC30182
Intermediate Similarity	0.8011	NPC298979
Intermediate Similarity	0.8011	NPC473589
Intermediate Similarity	0.8	NPC294790
Intermediate Similarity	0.8	NPC148693
Intermediate Similarity	0.8	NPC118633
Intermediate Similarity	0.7978	NPC214629
Intermediate Similarity	0.7967	NPC116284
Intermediate Similarity	0.7965	NPC147091
Intermediate Similarity	0.7957	NPC117717
Intermediate Similarity	0.7955	NPC35627
Intermediate Similarity	0.7955	NPC81247
Intermediate Similarity	0.7955	NPC13916
Intermediate Similarity	0.7955	NPC476573
Intermediate Similarity	0.7955	NPC264850
Intermediate Similarity	0.7955	NPC219341
Intermediate Similarity	0.7946	NPC82763
Intermediate Similarity	0.7933	NPC2314
Intermediate Similarity	0.7927	NPC11708
Intermediate Similarity	0.7919	NPC40389
Intermediate Similarity	0.7919	NPC78359
Intermediate Similarity	0.7919	NPC65490
Intermediate Similarity	0.7919	NPC315707
Intermediate Similarity	0.7919	NPC148014
Intermediate Similarity	0.7912	NPC477561
Intermediate Similarity	0.7912	NPC286119
Intermediate Similarity	0.7912	NPC155442
Intermediate Similarity	0.7912	NPC476574
Intermediate Similarity	0.7912	NPC312918
Intermediate Similarity	0.791	NPC247389
Intermediate Similarity	0.7907	NPC325871
Intermediate Similarity	0.7907	NPC99659
Intermediate Similarity	0.7903	NPC475754
Intermediate Similarity	0.7901	NPC15919
Intermediate Similarity	0.7898	NPC255607
Intermediate Similarity	0.7898	NPC24465
Intermediate Similarity	0.7898	NPC134858
Intermediate Similarity	0.7898	NPC225774
Intermediate Similarity	0.7898	NPC3375
Intermediate Similarity	0.7892	NPC275680
Intermediate Similarity	0.7892	NPC186546
Intermediate Similarity	0.7892	NPC476576
Intermediate Similarity	0.7892	NPC22115
Intermediate Similarity	0.7889	NPC477558
Intermediate Similarity	0.7886	NPC60186
Intermediate Similarity	0.7869	NPC328155
Intermediate Similarity	0.7869	NPC8836
Intermediate Similarity	0.7869	NPC271013
Intermediate Similarity	0.7869	NPC54654
Intermediate Similarity	0.7869	NPC258657
Intermediate Similarity	0.7869	NPC290582
Intermediate Similarity	0.7869	NPC7715
Intermediate Similarity	0.7869	NPC217748
Intermediate Similarity	0.7869	NPC251735
Intermediate Similarity	0.7869	NPC279228
Intermediate Similarity	0.7869	NPC239824
Intermediate Similarity	0.7869	NPC182052
Intermediate Similarity	0.7869	NPC185639
Intermediate Similarity	0.7869	NPC311973
Intermediate Similarity	0.7869	NPC30779
Intermediate Similarity	0.7869	NPC42663
Intermediate Similarity	0.7869	NPC104196
Intermediate Similarity	0.7869	NPC223690
Intermediate Similarity	0.7869	NPC290005
Intermediate Similarity	0.7869	NPC222661
Intermediate Similarity	0.7869	NPC15414
Intermediate Similarity	0.7869	NPC285931
Intermediate Similarity	0.7869	NPC90998
Intermediate Similarity	0.7869	NPC49075
Intermediate Similarity	0.7869	NPC181796
Intermediate Similarity	0.7869	NPC229373
Intermediate Similarity	0.7857	NPC267408
Intermediate Similarity	0.7857	NPC220961
Intermediate Similarity	0.7853	NPC476432
Intermediate Similarity	0.7853	NPC24264
Intermediate Similarity	0.7849	NPC206900
Intermediate Similarity	0.7841	NPC218614
Intermediate Similarity	0.7841	NPC233650
Intermediate Similarity	0.7838	NPC57036
Intermediate Similarity	0.7838	NPC116465
Intermediate Similarity	0.7838	NPC212237
Intermediate Similarity	0.7836	NPC326316
Intermediate Similarity	0.7836	NPC81733
Intermediate Similarity	0.7829	NPC4304
Intermediate Similarity	0.7826	NPC167116
Intermediate Similarity	0.7826	NPC274716
Intermediate Similarity	0.7826	NPC254441
Intermediate Similarity	0.7824	NPC477565
Intermediate Similarity	0.7824	NPC103379
Intermediate Similarity	0.7821	NPC474475
Intermediate Similarity	0.7812	NPC97086
Intermediate Similarity	0.7811	NPC179825
Intermediate Similarity	0.7811	NPC191376
Intermediate Similarity	0.7811	NPC321505
Intermediate Similarity	0.7809	NPC252960
Intermediate Similarity	0.7807	NPC196231
Intermediate Similarity	0.7803	NPC295691
Intermediate Similarity	0.7803	NPC469817
Intermediate Similarity	0.7803	NPC278799
Intermediate Similarity	0.7803	NPC172765
Intermediate Similarity	0.7803	NPC110416
Intermediate Similarity	0.7803	NPC204828
Intermediate Similarity	0.7803	NPC189266
Intermediate Similarity	0.7803	NPC276588
Intermediate Similarity	0.7803	NPC54379
Intermediate Similarity	0.7803	NPC2413
Intermediate Similarity	0.7803	NPC207757
Intermediate Similarity	0.7803	NPC249797
Intermediate Similarity	0.7803	NPC184026
Intermediate Similarity	0.7803	NPC5238
Intermediate Similarity	0.7803	NPC39701
Intermediate Similarity	0.7803	NPC193949
Intermediate Similarity	0.7803	NPC127674
Intermediate Similarity	0.7797	NPC16805
Intermediate Similarity	0.7797	NPC302527
Intermediate Similarity	0.7797	NPC167546
Intermediate Similarity	0.7796	NPC237579
Intermediate Similarity	0.779	NPC187678
Intermediate Similarity	0.7784	NPC16357
Intermediate Similarity	0.7784	NPC302245
Intermediate Similarity	0.7784	NPC9867
Intermediate Similarity	0.7784	NPC95426
Intermediate Similarity	0.7778	NPC149090
Intermediate Similarity	0.7778	NPC19520
Intermediate Similarity	0.7778	NPC225597
Intermediate Similarity	0.7778	NPC470739
Intermediate Similarity	0.7778	NPC477640

Drug Structure

NPD4578 OpenBabel08211705262D 27 32 0 0 1 0 0 0 0 0999 V2000 2.2919 -1.3232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3485 -1.6299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5990 -0.8025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.5932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7487 3.0255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7487 -1.2968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.8646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.8646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4974 0.8646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7487 1.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9297 -0.7487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4974 -0.8646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7571 -0.9992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4974 2.5932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7487 0.4323 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7487 1.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4974 1.7287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4974 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7487 0.4323 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4974 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2461 3.0255 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7487 -0.4323 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2241 0.8646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2230 3.8897 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4709 -1.2510 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 2 0 0 0 0 2 3 1 0 0 0 0 2 13 1 0 0 0 0 3 13 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 12 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 14 1 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 19 1 0 0 0 0 14 17 2 0 0 0 0 15 18 2 0 0 0 0 15 23 1 0 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 25 1 0 0 0 0 19 20 1 1 0 0 0 19 25 1 0 0 0 0 20 21 1 1 0 0 0 21 24 1 6 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001407
DrugBank
ChEMBL
IUPHAR/BPS	1628
PharmaGKB
KEGG Drug
PubChem CID	5284594
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.18
ALogP	-0.4408
MLogP	3.33
XLogP	1.554
HDA	2
HBD	2
Rotatable Bonds	4
TPSA	52.93
RO5 Violation	0