Drug Information

Drug ID:  NPD3452
Drug Name:  Naloxone
Molecular Formula:  C19H21NO4
Canonical SMILES:  C=CCN1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2C(=O)CC4)c(cc1)O)O
Standard InCHI:  InChI=1S/C19H21NO4/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/t14-,17+,18+,19-/m1/s1
Standard InCHIKey:  UZHSEJADLWPNLE-GRGSLBFTSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD3452

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.


  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

External Identifiers

TTD   DAP000097
DrugBank   DB01183
ChEMBL   CHEMBL80
IUPHAR/BPS   1638
PharmaGKB   PA450586
KEGG Drug   D08249
PubChem CID   5284596
ChEBI   7459
CAS Number  465-65-6

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