NPASS drugs

Drug Information

Drug ID:	NPD5155
Drug Name:	Phenazocine Hydrobromide
Molecular Formula:	C22H27NO.BrH
Canonical SMILES:	Oc1ccc2c(c1)C1(C)CCN(C(C2)C1C)CCc1ccccc1.Br
Standard InCHI:	InChI=1S/C22H27NO.BrH/c1-16-21-14-18-8-9-19(24)15-20(18)22(16,2)11-13-23(21)12-10-17-6-4-3-5-7-17;/h3-9,15-16,21,24H,10-14H2,1-2H3;1H
Standard InCHIKey:	MNMGNPZLUMHSKK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5155

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	185
0.1-0.2	1104
0.2-0.3	3050
0.3-0.4	7669
0.4-0.5	6656
0.5-0.6	9339
0.6-0.7	2474
0.7-0.8	400
0.8-0.85	4
0.85-0.9	1
0.9-0.95	1
0.95-1	7

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	NPC259665
High Similarity	1.0	NPC126859
High Similarity	1.0	NPC89769
High Similarity	0.9756	NPC124802
High Similarity	0.9675	NPC66177
High Similarity	0.9675	NPC8305
High Similarity	0.9675	NPC268763
High Similarity	0.937	NPC149379
High Similarity	0.8855	NPC325568
Intermediate Similarity	0.8168	NPC307020
Intermediate Similarity	0.8143	NPC470925
Intermediate Similarity	0.8049	NPC11554
Intermediate Similarity	0.8	NPC322753
Intermediate Similarity	0.7953	NPC195922
Intermediate Similarity	0.792	NPC141782
Intermediate Similarity	0.7857	NPC260323
Intermediate Similarity	0.7857	NPC176279
Intermediate Similarity	0.7829	NPC166014
Intermediate Similarity	0.7829	NPC27410
Intermediate Similarity	0.7795	NPC250323
Intermediate Similarity	0.7785	NPC26601
Intermediate Similarity	0.7778	NPC13482
Intermediate Similarity	0.7746	NPC170170
Intermediate Similarity	0.7746	NPC211468
Intermediate Similarity	0.7746	NPC219233
Intermediate Similarity	0.7734	NPC715
Intermediate Similarity	0.7727	NPC1229
Intermediate Similarity	0.7717	NPC95716
Intermediate Similarity	0.7692	NPC323123
Intermediate Similarity	0.7692	NPC471668
Intermediate Similarity	0.7674	NPC268160
Intermediate Similarity	0.7671	NPC185838
Intermediate Similarity	0.7656	NPC46940
Intermediate Similarity	0.7623	NPC155847
Intermediate Similarity	0.7623	NPC289381
Intermediate Similarity	0.7615	NPC192948
Intermediate Similarity	0.7615	NPC147179
Intermediate Similarity	0.7615	NPC35797
Intermediate Similarity	0.7613	NPC324144
Intermediate Similarity	0.76	NPC326316
Intermediate Similarity	0.76	NPC81733
Intermediate Similarity	0.758	NPC205421
Intermediate Similarity	0.758	NPC81218
Intermediate Similarity	0.758	NPC117188
Intermediate Similarity	0.758	NPC306555
Intermediate Similarity	0.758	NPC12053
Intermediate Similarity	0.758	NPC158376
Intermediate Similarity	0.758	NPC298979
Intermediate Similarity	0.758	NPC474931
Intermediate Similarity	0.758	NPC145832
Intermediate Similarity	0.7578	NPC77772
Intermediate Similarity	0.7576	NPC164649
Intermediate Similarity	0.7576	NPC48342
Intermediate Similarity	0.7568	NPC321505
Intermediate Similarity	0.7568	NPC191376
Intermediate Similarity	0.7568	NPC476151
Intermediate Similarity	0.7568	NPC179825
Intermediate Similarity	0.7564	NPC13504
Intermediate Similarity	0.7564	NPC96603
Intermediate Similarity	0.7564	NPC477563
Intermediate Similarity	0.7564	NPC78222
Intermediate Similarity	0.7564	NPC253043
Intermediate Similarity	0.7564	NPC212794
Intermediate Similarity	0.7564	NPC306843
Intermediate Similarity	0.7564	NPC136508
Intermediate Similarity	0.7564	NPC196447
Intermediate Similarity	0.7559	NPC58865
Intermediate Similarity	0.7557	NPC219112
Intermediate Similarity	0.7557	NPC308828
Intermediate Similarity	0.7557	NPC308311
Intermediate Similarity	0.7557	NPC477137
Intermediate Similarity	0.7557	NPC38893
Intermediate Similarity	0.754	NPC151477
Intermediate Similarity	0.7532	NPC221864
Intermediate Similarity	0.7519	NPC42657
Intermediate Similarity	0.7519	NPC93071
Intermediate Similarity	0.7519	NPC126002
Intermediate Similarity	0.7517	NPC476571
Intermediate Similarity	0.7517	NPC246587
Intermediate Similarity	0.7517	NPC24233
Intermediate Similarity	0.7517	NPC147390
Intermediate Similarity	0.7517	NPC135538
Intermediate Similarity	0.7517	NPC428
Intermediate Similarity	0.7516	NPC35627
Intermediate Similarity	0.7516	NPC81247
Intermediate Similarity	0.7516	NPC476573
Intermediate Similarity	0.75	NPC257390
Intermediate Similarity	0.75	NPC150712
Intermediate Similarity	0.75	NPC16030
Intermediate Similarity	0.75	NPC477136
Intermediate Similarity	0.75	NPC304510
Intermediate Similarity	0.75	NPC172219
Intermediate Similarity	0.7484	NPC226428
Intermediate Similarity	0.7484	NPC271388
Intermediate Similarity	0.7484	NPC119649
Intermediate Similarity	0.7484	NPC235143
Intermediate Similarity	0.7484	NPC205255
Intermediate Similarity	0.7484	NPC230956
Intermediate Similarity	0.7481	NPC109151
Intermediate Similarity	0.748	NPC211885
Intermediate Similarity	0.7468	NPC79328
Intermediate Similarity	0.7467	NPC477565
Intermediate Similarity	0.7467	NPC103379
Intermediate Similarity	0.7463	NPC321133
Intermediate Similarity	0.7463	NPC318552
Intermediate Similarity	0.7463	NPC99734
Intermediate Similarity	0.7463	NPC190501
Intermediate Similarity	0.7462	NPC322239
Intermediate Similarity	0.7462	NPC321589
Intermediate Similarity	0.746	NPC271274
Intermediate Similarity	0.7459	NPC225464
Intermediate Similarity	0.7453	NPC329969
Intermediate Similarity	0.7452	NPC255607
Intermediate Similarity	0.7452	NPC3375
Intermediate Similarity	0.745	NPC90844
Intermediate Similarity	0.745	NPC253883
Intermediate Similarity	0.745	NPC144863
Intermediate Similarity	0.745	NPC95075
Intermediate Similarity	0.7444	NPC471671
Intermediate Similarity	0.7444	NPC469609
Intermediate Similarity	0.7442	NPC266937
Intermediate Similarity	0.7442	NPC470770
Intermediate Similarity	0.7436	NPC80759
Intermediate Similarity	0.7436	NPC79402
Intermediate Similarity	0.7431	NPC193528
Intermediate Similarity	0.7424	NPC82963
Intermediate Similarity	0.7424	NPC469663
Intermediate Similarity	0.7424	NPC92
Intermediate Similarity	0.7424	NPC141001
Intermediate Similarity	0.7422	NPC65855
Intermediate Similarity	0.7422	NPC314187
Intermediate Similarity	0.7422	NPC292758
Intermediate Similarity	0.7417	NPC192768
Intermediate Similarity	0.7417	NPC151895
Intermediate Similarity	0.7417	NPC88249
Intermediate Similarity	0.7417	NPC97221
Intermediate Similarity	0.7417	NPC220858
Intermediate Similarity	0.7407	NPC328504
Intermediate Similarity	0.7405	NPC124657
Intermediate Similarity	0.7405	NPC471534
Intermediate Similarity	0.7403	NPC186063
Intermediate Similarity	0.7398	NPC92730
Intermediate Similarity	0.7394	NPC132847
Intermediate Similarity	0.7388	NPC469644
Intermediate Similarity	0.7385	NPC177962
Intermediate Similarity	0.7385	NPC62867
Intermediate Similarity	0.7381	NPC117115
Intermediate Similarity	0.7375	NPC168753
Intermediate Similarity	0.7375	NPC118274
Intermediate Similarity	0.7372	NPC475780
Intermediate Similarity	0.7368	NPC299180
Intermediate Similarity	0.7368	NPC311737
Intermediate Similarity	0.7368	NPC38458
Intermediate Similarity	0.7364	NPC474149
Intermediate Similarity	0.7355	NPC476572
Intermediate Similarity	0.7353	NPC77569
Intermediate Similarity	0.7353	NPC142198
Intermediate Similarity	0.7351	NPC219162
Intermediate Similarity	0.7351	NPC207824
Intermediate Similarity	0.7351	NPC92541
Intermediate Similarity	0.7351	NPC60538
Intermediate Similarity	0.7348	NPC469719
Intermediate Similarity	0.7344	NPC96224
Intermediate Similarity	0.7344	NPC24101
Intermediate Similarity	0.7342	NPC134858
Intermediate Similarity	0.7338	NPC5238
Intermediate Similarity	0.7338	NPC204828
Intermediate Similarity	0.7338	NPC39701
Intermediate Similarity	0.7338	NPC193949
Intermediate Similarity	0.7338	NPC110416
Intermediate Similarity	0.7338	NPC325871
Intermediate Similarity	0.7338	NPC54379
Intermediate Similarity	0.7338	NPC295691
Intermediate Similarity	0.7338	NPC127674
Intermediate Similarity	0.7338	NPC99659
Intermediate Similarity	0.7338	NPC2413
Intermediate Similarity	0.7338	NPC469817
Intermediate Similarity	0.7338	NPC189266
Intermediate Similarity	0.7338	NPC278799
Intermediate Similarity	0.7338	NPC207757
Intermediate Similarity	0.7338	NPC276588
Intermediate Similarity	0.7338	NPC249797
Intermediate Similarity	0.7338	NPC184026
Intermediate Similarity	0.7338	NPC172765
Intermediate Similarity	0.7333	NPC260832
Intermediate Similarity	0.7333	NPC135467
Intermediate Similarity	0.7329	NPC314682
Intermediate Similarity	0.7329	NPC239775
Intermediate Similarity	0.7324	NPC300020
Intermediate Similarity	0.7324	NPC302171
Intermediate Similarity	0.7324	NPC33338
Intermediate Similarity	0.7323	NPC21594
Intermediate Similarity	0.7317	NPC32674
Intermediate Similarity	0.7308	NPC151537
Intermediate Similarity	0.7299	NPC176208
Intermediate Similarity	0.7293	NPC474358
Intermediate Similarity	0.7293	NPC474387
Intermediate Similarity	0.7293	NPC137496
Intermediate Similarity	0.7293	NPC154511
Intermediate Similarity	0.7293	NPC247858

Drug Structure

NPD5155 OpenBabel08211706322D 26 28 0 0 1 0 0 0 0 0999 V2000 6.6599 -3.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5616 -3.5927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7579 -0.9104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7578 -1.8046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9835 -0.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9833 -2.2516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2090 -0.9102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7871 -1.3565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0124 -1.8037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4344 -2.2514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1106 -3.5928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6601 -1.8042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8854 -3.1459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3366 -1.3565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7871 -3.1454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1108 -2.6985 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.2089 -1.8044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5617 -1.8037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0124 -2.6982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5617 -2.6982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1112 -1.8039 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3363 -3.1456 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.8856 -2.2512 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2378 -3.1454 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7395 -1.2333 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.4632 -2.6982 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 14 21 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 18 20 2 0 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 24 26 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	321.21
ALogP	0.5049
MLogP	3.66
XLogP	6.578
HDA	1
HBD	1
Rotatable Bonds	6
TPSA	23.47
RO5 Violation	1