NPASS drugs

Drug Information

Drug ID:	NPD4004
Drug Name:	Naltrexone
Molecular Formula:	C20H23NO4
Canonical SMILES:	O=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CC2)ccc1O)O
Standard InCHI:	InChI=1S/C20H23NO4/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11/h3-4,11,15,18,22,24H,1-2,5-10H2/t15-,18+,19+,20-/m1/s1
Standard InCHIKey:	DQCKKXVULJGBQN-XFWGSAIBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4004

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	255
0.1-0.2	1110
0.2-0.3	2551
0.3-0.4	6930
0.4-0.5	6445
0.5-0.6	5459
0.6-0.7	7612
0.7-0.8	503
0.8-0.85	15
0.85-0.9	5
0.9-0.95	0
0.95-1	5

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	0.9779	NPC201055
High Similarity	0.9779	NPC151470
High Similarity	0.9779	NPC254045
High Similarity	0.9779	NPC64576
High Similarity	0.9558	NPC66909
High Similarity	0.895	NPC115906
High Similarity	0.8703	NPC214629
High Similarity	0.8541	NPC298339
High Similarity	0.8541	NPC305847
High Similarity	0.8519	NPC196231
Intermediate Similarity	0.8495	NPC302449
Intermediate Similarity	0.841	NPC67346
Intermediate Similarity	0.841	NPC97086
Intermediate Similarity	0.8316	NPC43069
Intermediate Similarity	0.8316	NPC232533
Intermediate Similarity	0.8316	NPC243483
Intermediate Similarity	0.8316	NPC140577
Intermediate Similarity	0.8205	NPC293624
Intermediate Similarity	0.8197	NPC124657
Intermediate Similarity	0.8131	NPC244191
Intermediate Similarity	0.8103	NPC174783
Intermediate Similarity	0.81	NPC126211
Intermediate Similarity	0.8077	NPC475780
Intermediate Similarity	0.806	NPC157958
Intermediate Similarity	0.8032	NPC329969
Intermediate Similarity	0.799	NPC311781
Intermediate Similarity	0.797	NPC279665
Intermediate Similarity	0.794	NPC474427
Intermediate Similarity	0.7887	NPC162694
Intermediate Similarity	0.7879	NPC474432
Intermediate Similarity	0.7879	NPC475713
Intermediate Similarity	0.7849	NPC255607
Intermediate Similarity	0.7849	NPC3375
Intermediate Similarity	0.7814	NPC180756
Intermediate Similarity	0.7814	NPC323443
Intermediate Similarity	0.7812	NPC99179
Intermediate Similarity	0.7766	NPC117188
Intermediate Similarity	0.7766	NPC205421
Intermediate Similarity	0.7766	NPC12053
Intermediate Similarity	0.7766	NPC81218
Intermediate Similarity	0.7766	NPC145832
Intermediate Similarity	0.7766	NPC158376
Intermediate Similarity	0.7766	NPC474931
Intermediate Similarity	0.7766	NPC306555
Intermediate Similarity	0.7732	NPC248642
Intermediate Similarity	0.7727	NPC94499
Intermediate Similarity	0.7692	NPC156576
Intermediate Similarity	0.7688	NPC226428
Intermediate Similarity	0.7685	NPC286135
Intermediate Similarity	0.7668	NPC320223
Intermediate Similarity	0.7668	NPC114364
Intermediate Similarity	0.7662	NPC83019
Intermediate Similarity	0.766	NPC253043
Intermediate Similarity	0.766	NPC78222
Intermediate Similarity	0.766	NPC212794
Intermediate Similarity	0.766	NPC196447
Intermediate Similarity	0.766	NPC477563
Intermediate Similarity	0.766	NPC306843
Intermediate Similarity	0.766	NPC13504
Intermediate Similarity	0.766	NPC136508
Intermediate Similarity	0.766	NPC96603
Intermediate Similarity	0.7659	NPC476500
Intermediate Similarity	0.7644	NPC239775
Intermediate Similarity	0.7629	NPC126284
Intermediate Similarity	0.7614	NPC214116
Intermediate Similarity	0.7612	NPC204580
Intermediate Similarity	0.7606	NPC1229
Intermediate Similarity	0.7606	NPC324144
Intermediate Similarity	0.7598	NPC475747
Intermediate Similarity	0.7592	NPC168753
Intermediate Similarity	0.7592	NPC118274
Intermediate Similarity	0.7573	NPC80472
Intermediate Similarity	0.7565	NPC128560
Intermediate Similarity	0.7565	NPC229166
Intermediate Similarity	0.7565	NPC199465
Intermediate Similarity	0.7562	NPC33256
Intermediate Similarity	0.7545	NPC477395
Intermediate Similarity	0.7536	NPC11708
Intermediate Similarity	0.7526	NPC35680
Intermediate Similarity	0.7513	NPC192135
Intermediate Similarity	0.7513	NPC66341
Intermediate Similarity	0.7513	NPC477020
Intermediate Similarity	0.75	NPC166014
Intermediate Similarity	0.75	NPC27410
Intermediate Similarity	0.7463	NPC478093
Intermediate Similarity	0.7462	NPC116284
Intermediate Similarity	0.7451	NPC267414
Intermediate Similarity	0.745	NPC82763
Intermediate Similarity	0.7449	NPC149285
Intermediate Similarity	0.7449	NPC474507
Intermediate Similarity	0.7449	NPC220961
Intermediate Similarity	0.7448	NPC83198
Intermediate Similarity	0.7448	NPC204908
Intermediate Similarity	0.743	NPC82056
Intermediate Similarity	0.7426	NPC473589
Intermediate Similarity	0.7426	NPC478091
Intermediate Similarity	0.7426	NPC30182
Intermediate Similarity	0.7426	NPC478092
Intermediate Similarity	0.7424	NPC135772
Intermediate Similarity	0.7423	NPC190783
Intermediate Similarity	0.7423	NPC232386
Intermediate Similarity	0.7423	NPC152680
Intermediate Similarity	0.7409	NPC69712
Intermediate Similarity	0.7409	NPC26240
Intermediate Similarity	0.7409	NPC477562
Intermediate Similarity	0.7407	NPC205167
Intermediate Similarity	0.7407	NPC249274
Intermediate Similarity	0.7402	NPC17677
Intermediate Similarity	0.74	NPC237579
Intermediate Similarity	0.74	NPC141440
Intermediate Similarity	0.7398	NPC118633
Intermediate Similarity	0.7398	NPC148693
Intermediate Similarity	0.7398	NPC294790
Intermediate Similarity	0.7397	NPC470480
Intermediate Similarity	0.7396	NPC210140
Intermediate Similarity	0.7396	NPC150879
Intermediate Similarity	0.7394	NPC476572
Intermediate Similarity	0.7389	NPC470646
Intermediate Similarity	0.7381	NPC476496
Intermediate Similarity	0.7379	NPC471489
Intermediate Similarity	0.7376	NPC117717
Intermediate Similarity	0.7374	NPC476575
Intermediate Similarity	0.7368	NPC326895
Intermediate Similarity	0.736	NPC32154
Intermediate Similarity	0.735	NPC230098
Intermediate Similarity	0.7347	NPC173416
Intermediate Similarity	0.7347	NPC476577
Intermediate Similarity	0.7347	NPC148709
Intermediate Similarity	0.7344	NPC13916
Intermediate Similarity	0.7344	NPC264850
Intermediate Similarity	0.7344	NPC144557
Intermediate Similarity	0.7336	NPC38964
Intermediate Similarity	0.7333	NPC476495
Intermediate Similarity	0.7333	NPC106840
Intermediate Similarity	0.7333	NPC94687
Intermediate Similarity	0.7333	NPC2314
Intermediate Similarity	0.7327	NPC475754
Intermediate Similarity	0.7323	NPC286119
Intermediate Similarity	0.7323	NPC477561
Intermediate Similarity	0.7323	NPC155442
Intermediate Similarity	0.7323	NPC476574
Intermediate Similarity	0.7323	NPC312918
Intermediate Similarity	0.732	NPC263212
Intermediate Similarity	0.7318	NPC471513
Intermediate Similarity	0.7318	NPC473458
Intermediate Similarity	0.7317	NPC73020
Intermediate Similarity	0.7317	NPC70290
Intermediate Similarity	0.7317	NPC14622
Intermediate Similarity	0.7317	NPC46744
Intermediate Similarity	0.7317	NPC124302
Intermediate Similarity	0.7317	NPC215098
Intermediate Similarity	0.7316	NPC18402
Intermediate Similarity	0.7313	NPC22115
Intermediate Similarity	0.7313	NPC186546
Intermediate Similarity	0.7313	NPC275680
Intermediate Similarity	0.7313	NPC476576
Intermediate Similarity	0.7312	NPC85747
Intermediate Similarity	0.7312	NPC8337
Intermediate Similarity	0.731	NPC15919
Intermediate Similarity	0.731	NPC329816
Intermediate Similarity	0.7306	NPC247389
Intermediate Similarity	0.7306	NPC173729
Intermediate Similarity	0.7306	NPC272750
Intermediate Similarity	0.7306	NPC298979
Intermediate Similarity	0.7306	NPC134047
Intermediate Similarity	0.7306	NPC223006
Intermediate Similarity	0.7302	NPC129603
Intermediate Similarity	0.7299	NPC46990
Intermediate Similarity	0.7295	NPC316164
Intermediate Similarity	0.7292	NPC134858
Intermediate Similarity	0.7292	NPC35345
Intermediate Similarity	0.7292	NPC24465
Intermediate Similarity	0.7287	NPC99659
Intermediate Similarity	0.7287	NPC325871
Intermediate Similarity	0.7286	NPC49075
Intermediate Similarity	0.7286	NPC42663
Intermediate Similarity	0.7286	NPC285931
Intermediate Similarity	0.7286	NPC90998
Intermediate Similarity	0.7286	NPC290005
Intermediate Similarity	0.7286	NPC328155
Intermediate Similarity	0.7286	NPC104196
Intermediate Similarity	0.7286	NPC290582
Intermediate Similarity	0.7286	NPC217748
Intermediate Similarity	0.7286	NPC251735
Intermediate Similarity	0.7286	NPC7715
Intermediate Similarity	0.7286	NPC185639
Intermediate Similarity	0.7286	NPC54654
Intermediate Similarity	0.7286	NPC258657
Intermediate Similarity	0.7286	NPC222661
Intermediate Similarity	0.7286	NPC229373
Intermediate Similarity	0.7286	NPC239824
Intermediate Similarity	0.7286	NPC271013
Intermediate Similarity	0.7286	NPC314596
Intermediate Similarity	0.7286	NPC182052
Intermediate Similarity	0.7286	NPC181796
Intermediate Similarity	0.7286	NPC8836
Intermediate Similarity	0.7286	NPC311973
Intermediate Similarity	0.7286	NPC30779
Intermediate Similarity	0.7286	NPC279228
Intermediate Similarity	0.7286	NPC223690

Drug Structure

NPD4004 OpenBabel08211704332D 27 32 0 0 1 0 0 0 0 0999 V2000 3.3864 1.1288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3864 0.3025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.4787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7156 -2.8918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7156 1.2395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.8264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.8264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4312 -0.8264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7156 -1.2391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8444 0.7156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6708 0.7156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4313 -2.4786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4312 0.8264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7156 -0.4132 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7156 -1.2391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4313 -1.6523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4312 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7156 -0.4132 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 1.4312 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1469 -2.8918 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1800 1.2587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7156 0.4132 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1258 -0.8263 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3066 -3.7026 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4843 1.2065 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 5 14 1 0 0 0 0 6 20 1 0 0 0 0 7 8 1 0 0 0 0 7 19 1 0 0 0 0 8 21 1 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 21 1 0 0 0 0 12 16 2 0 0 0 0 13 17 2 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 14 23 2 0 0 0 0 15 20 1 6 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 25 1 0 0 0 0 18 19 1 1 0 0 0 18 25 1 0 0 0 0 19 20 1 1 0 0 0 20 24 1 6 0 0 0 22 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000379; DIB004033; DIB010836
DrugBank	DB00704
ChEMBL	CHEMBL19019
IUPHAR/BPS	1639
PharmaGKB	PA450588
KEGG Drug	D05113
PubChem CID	5360515
ChEBI	7465
CAS Number	16590-41-3

Drug Properties

Molecular Weight	341.16
ALogP	-1.3508
MLogP	3.11
XLogP	0.735
HDA	3
HBD	2
Rotatable Bonds	4
TPSA	70
RO5 Violation	0