NPASS drugs

Drug Information

Drug ID:	NPD3450
Drug Name:	Naloxone Hydrochloride
Molecular Formula:	C19H21NO4.ClH
Canonical SMILES:	C=CCN1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)O)O.Cl
Standard InCHI:	InChI=1S/C19H21NO4.ClH/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11;/h2-4,14,17,21,23H,1,5-10H2;1H/t14-,17+,18+,19-;/m1./s1
Standard InCHIKey:	RGPDIGOSVORSAK-STHHAXOLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3450

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	249
0.1-0.2	1111
0.2-0.3	2573
0.3-0.4	7082
0.4-0.5	6137
0.5-0.6	5298
0.6-0.7	7773
0.7-0.8	637
0.8-0.85	21
0.85-0.9	4
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	1.0	NPC201055
High Similarity	1.0	NPC151470
High Similarity	1.0	NPC254045
High Similarity	1.0	NPC64576
High Similarity	0.9665	NPC66909
High Similarity	0.8944	NPC115906
High Similarity	0.871	NPC196231
High Similarity	0.8696	NPC214629
High Similarity	0.8533	NPC298339
Intermediate Similarity	0.8402	NPC97086
Intermediate Similarity	0.8402	NPC243483
Intermediate Similarity	0.8402	NPC67346
Intermediate Similarity	0.8389	NPC124657
Intermediate Similarity	0.8385	NPC293624
Intermediate Similarity	0.8333	NPC305847
Intermediate Similarity	0.8308	NPC140577
Intermediate Similarity	0.8308	NPC43069
Intermediate Similarity	0.8308	NPC232533
Intermediate Similarity	0.8289	NPC302449
Intermediate Similarity	0.8122	NPC244191
Intermediate Similarity	0.8093	NPC174783
Intermediate Similarity	0.809	NPC126211
Intermediate Similarity	0.8066	NPC475780
Intermediate Similarity	0.805	NPC157958
Intermediate Similarity	0.8033	NPC3375
Intermediate Similarity	0.8033	NPC255607
Intermediate Similarity	0.8021	NPC329969
Intermediate Similarity	0.802	NPC474427
Intermediate Similarity	0.8	NPC180756
Intermediate Similarity	0.8	NPC323443
Intermediate Similarity	0.798	NPC311781
Intermediate Similarity	0.7969	NPC162694
Intermediate Similarity	0.7959	NPC474432
Intermediate Similarity	0.7959	NPC279665
Intermediate Similarity	0.7959	NPC475713
Intermediate Similarity	0.7946	NPC158376
Intermediate Similarity	0.7946	NPC81218
Intermediate Similarity	0.7946	NPC474931
Intermediate Similarity	0.7946	NPC306555
Intermediate Similarity	0.7946	NPC117188
Intermediate Similarity	0.7946	NPC205421
Intermediate Similarity	0.7946	NPC145832
Intermediate Similarity	0.7946	NPC12053
Intermediate Similarity	0.7906	NPC248642
Intermediate Similarity	0.7897	NPC94499
Intermediate Similarity	0.7895	NPC99179
Intermediate Similarity	0.7869	NPC226428
Intermediate Similarity	0.7865	NPC156576
Intermediate Similarity	0.785	NPC286135
Intermediate Similarity	0.7842	NPC320223
Intermediate Similarity	0.7842	NPC114364
Intermediate Similarity	0.7838	NPC306843
Intermediate Similarity	0.7838	NPC96603
Intermediate Similarity	0.7838	NPC212794
Intermediate Similarity	0.7838	NPC13504
Intermediate Similarity	0.7838	NPC477563
Intermediate Similarity	0.7838	NPC196447
Intermediate Similarity	0.7838	NPC253043
Intermediate Similarity	0.7838	NPC136508
Intermediate Similarity	0.7838	NPC78222
Intermediate Similarity	0.7819	NPC239775
Intermediate Similarity	0.7801	NPC126284
Intermediate Similarity	0.7784	NPC1229
Intermediate Similarity	0.7784	NPC214116
Intermediate Similarity	0.7784	NPC324144
Intermediate Similarity	0.7766	NPC168753
Intermediate Similarity	0.7766	NPC118274
Intermediate Similarity	0.7737	NPC128560
Intermediate Similarity	0.7737	NPC199465
Intermediate Similarity	0.7737	NPC229166
Intermediate Similarity	0.7684	NPC477020
Intermediate Similarity	0.7684	NPC192135
Intermediate Similarity	0.7684	NPC66341
Intermediate Similarity	0.7676	NPC166014
Intermediate Similarity	0.7676	NPC27410
Intermediate Similarity	0.7673	NPC475747
Intermediate Similarity	0.765	NPC83019
Intermediate Similarity	0.7647	NPC80472
Intermediate Similarity	0.7647	NPC476500
Intermediate Similarity	0.7638	NPC33256
Intermediate Similarity	0.7629	NPC116284
Intermediate Similarity	0.7626	NPC478093
Intermediate Similarity	0.7619	NPC204908
Intermediate Similarity	0.7619	NPC83198
Intermediate Similarity	0.7617	NPC474507
Intermediate Similarity	0.7617	NPC220961
Intermediate Similarity	0.7617	NPC149285
Intermediate Similarity	0.7614	NPC82763
Intermediate Similarity	0.7613	NPC477395
Intermediate Similarity	0.761	NPC11708
Intermediate Similarity	0.7604	NPC35680
Intermediate Similarity	0.76	NPC204580
Intermediate Similarity	0.7592	NPC152680
Intermediate Similarity	0.7592	NPC232386
Intermediate Similarity	0.7592	NPC190783
Intermediate Similarity	0.759	NPC135772
Intermediate Similarity	0.7588	NPC30182
Intermediate Similarity	0.7588	NPC478092
Intermediate Similarity	0.7588	NPC473589
Intermediate Similarity	0.7588	NPC478091
Intermediate Similarity	0.7583	NPC82056
Intermediate Similarity	0.7579	NPC477562
Intermediate Similarity	0.7579	NPC26240
Intermediate Similarity	0.7579	NPC69712
Intermediate Similarity	0.7568	NPC476572
Intermediate Similarity	0.7566	NPC210140
Intermediate Similarity	0.7566	NPC150879
Intermediate Similarity	0.7563	NPC237579
Intermediate Similarity	0.7562	NPC17677
Intermediate Similarity	0.7538	NPC117717
Intermediate Similarity	0.7538	NPC476575
Intermediate Similarity	0.7537	NPC471489
Intermediate Similarity	0.7526	NPC32154
Intermediate Similarity	0.7525	NPC267414
Intermediate Similarity	0.7513	NPC148709
Intermediate Similarity	0.7513	NPC13916
Intermediate Similarity	0.7513	NPC476577
Intermediate Similarity	0.7513	NPC173416
Intermediate Similarity	0.7513	NPC264850
Intermediate Similarity	0.75	NPC2314
Intermediate Similarity	0.7488	NPC38964
Intermediate Similarity	0.7487	NPC155442
Intermediate Similarity	0.7487	NPC312918
Intermediate Similarity	0.7487	NPC286119
Intermediate Similarity	0.7487	NPC205167
Intermediate Similarity	0.7487	NPC18402
Intermediate Similarity	0.7487	NPC476574
Intermediate Similarity	0.7487	NPC477561
Intermediate Similarity	0.7487	NPC475754
Intermediate Similarity	0.7487	NPC249274
Intermediate Similarity	0.7486	NPC85747
Intermediate Similarity	0.7486	NPC8337
Intermediate Similarity	0.7475	NPC46744
Intermediate Similarity	0.7475	NPC14622
Intermediate Similarity	0.7475	NPC124302
Intermediate Similarity	0.7475	NPC476576
Intermediate Similarity	0.7475	NPC22115
Intermediate Similarity	0.7475	NPC275680
Intermediate Similarity	0.7475	NPC73020
Intermediate Similarity	0.7475	NPC141440
Intermediate Similarity	0.7475	NPC186546
Intermediate Similarity	0.7475	NPC70290
Intermediate Similarity	0.7475	NPC215098
Intermediate Similarity	0.7474	NPC294790
Intermediate Similarity	0.7474	NPC148693
Intermediate Similarity	0.7474	NPC247389
Intermediate Similarity	0.7474	NPC118633
Intermediate Similarity	0.7474	NPC298979
Intermediate Similarity	0.7473	NPC129603
Intermediate Similarity	0.7465	NPC471513
Intermediate Similarity	0.7465	NPC473458
Intermediate Similarity	0.746	NPC134858
Intermediate Similarity	0.746	NPC24465
Intermediate Similarity	0.7459	NPC325871
Intermediate Similarity	0.7459	NPC99659
Intermediate Similarity	0.7452	NPC46990
Intermediate Similarity	0.7449	NPC182052
Intermediate Similarity	0.7449	NPC90998
Intermediate Similarity	0.7449	NPC229373
Intermediate Similarity	0.7449	NPC279228
Intermediate Similarity	0.7449	NPC222661
Intermediate Similarity	0.7449	NPC285931
Intermediate Similarity	0.7449	NPC223690
Intermediate Similarity	0.7449	NPC49075
Intermediate Similarity	0.7449	NPC15414
Intermediate Similarity	0.7449	NPC54654
Intermediate Similarity	0.7449	NPC258657
Intermediate Similarity	0.7449	NPC290582
Intermediate Similarity	0.7449	NPC185639
Intermediate Similarity	0.7449	NPC328155
Intermediate Similarity	0.7449	NPC311973
Intermediate Similarity	0.7449	NPC251735
Intermediate Similarity	0.7449	NPC30779
Intermediate Similarity	0.7449	NPC181796
Intermediate Similarity	0.7449	NPC8836
Intermediate Similarity	0.7449	NPC42663
Intermediate Similarity	0.7449	NPC239824
Intermediate Similarity	0.7449	NPC7715
Intermediate Similarity	0.7449	NPC290005
Intermediate Similarity	0.7449	NPC104196
Intermediate Similarity	0.7449	NPC217748
Intermediate Similarity	0.7449	NPC271013
Intermediate Similarity	0.7447	NPC60186
Intermediate Similarity	0.7437	NPC206900
Intermediate Similarity	0.7431	NPC315914
Intermediate Similarity	0.7424	NPC230098
Intermediate Similarity	0.7424	NPC57036
Intermediate Similarity	0.7424	NPC212237
Intermediate Similarity	0.7424	NPC116465
Intermediate Similarity	0.7423	NPC241704
Intermediate Similarity	0.7421	NPC476573
Intermediate Similarity	0.7421	NPC219341
Intermediate Similarity	0.7421	NPC35627
Intermediate Similarity	0.7421	NPC476432
Intermediate Similarity	0.7421	NPC24264
Intermediate Similarity	0.7421	NPC81247
Intermediate Similarity	0.7419	NPC147091
Intermediate Similarity	0.7415	NPC119818
Intermediate Similarity	0.7415	NPC2173
Intermediate Similarity	0.7415	NPC328700

Drug Structure

NPD3450 OpenBabel08211703112D 27 30 0 0 1 0 0 0 0 0999 V2000 0.4498 -6.4706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9446 -5.7677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5019 -1.6648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2463 -1.2350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2463 -5.5327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5019 -5.1029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5019 -3.3837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5832 -4.9877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0130 -3.3837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7575 -2.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5019 -2.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9908 -1.6648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9908 -5.1029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7575 -3.8135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2463 -2.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9908 -2.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9908 -4.2433 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2463 -3.8135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5019 -4.2433 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0130 -4.2433 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7352 -1.2351 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7722 -5.5541 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7575 -4.6731 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7133 -3.3837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9546 -1.2867 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.0848 -0.4498 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7619 -5.5327 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 8 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 18 1 0 0 0 0 8 20 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 16 2 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 13 22 2 0 0 0 0 14 19 1 6 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 1 0 0 0 17 24 1 0 0 0 0 18 19 1 1 0 0 0 19 23 1 6 0 0 0 21 26 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	327.15
ALogP	-0.8484
MLogP	3
XLogP	0.612
HDA	3
HBD	2
Rotatable Bonds	4
TPSA	70
RO5 Violation	0