NPASS drugs

Drug Information

Drug ID:	NPD4580
Drug Name:	Methylnaltrexone Bromide
Molecular Formula:	C21H25NO4.BrH
Canonical SMILES:	O=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2[N+](CC3)(C)CC2CC2)ccc1[O-])O.Br
Standard InCHI:	InChI=1S/C21H25NO4.BrH/c1-22(11-12-2-3-12)9-8-20-17-13-4-5-14(23)18(17)26-19(20)15(24)6-7-21(20,25)16(22)10-13;/h4-5,12,16,19,25H,2-3,6-11H2,1H3;1H/t16-,19+,20+,21-,22?;/m1./s1
Standard InCHIKey:	IFGIYSGOEZJNBE-KNLJMPJLSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4580

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	227
0.1-0.2	1060
0.2-0.3	2379
0.3-0.4	6396
0.4-0.5	7099
0.5-0.6	5554
0.6-0.7	7700
0.7-0.8	447
0.8-0.85	21
0.85-0.9	1
0.9-0.95	1
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	0.9831	NPC66909
High Similarity	0.9505	NPC201055
High Similarity	0.9505	NPC64576
High Similarity	0.9505	NPC151470
High Similarity	0.9505	NPC254045
High Similarity	0.9209	NPC115906
High Similarity	0.895	NPC214629
Intermediate Similarity	0.8446	NPC67346
Intermediate Similarity	0.8378	NPC305847
Intermediate Similarity	0.8378	NPC298339
Intermediate Similarity	0.836	NPC196231
Intermediate Similarity	0.8351	NPC43069
Intermediate Similarity	0.8351	NPC140577
Intermediate Similarity	0.8333	NPC302449
Intermediate Similarity	0.8325	NPC174783
Intermediate Similarity	0.8315	NPC475780
Intermediate Similarity	0.8256	NPC97086
Intermediate Similarity	0.8205	NPC311781
Intermediate Similarity	0.8163	NPC232533
Intermediate Similarity	0.8154	NPC474427
Intermediate Similarity	0.8093	NPC475713
Intermediate Similarity	0.8093	NPC474432
Intermediate Similarity	0.809	NPC157958
Intermediate Similarity	0.8071	NPC243483
Intermediate Similarity	0.8051	NPC293624
Intermediate Similarity	0.8045	NPC323443
Intermediate Similarity	0.8045	NPC180756
Intermediate Similarity	0.8033	NPC124657
Intermediate Similarity	0.798	NPC244191
Intermediate Similarity	0.7872	NPC329969
Intermediate Similarity	0.7861	NPC476500
Intermediate Similarity	0.7861	NPC126211
Intermediate Similarity	0.7853	NPC248642
Intermediate Similarity	0.7817	NPC279665
Intermediate Similarity	0.7812	NPC156576
Intermediate Similarity	0.78	NPC475747
Intermediate Similarity	0.7755	NPC94499
Intermediate Similarity	0.7749	NPC126284
Intermediate Similarity	0.7737	NPC35680
Intermediate Similarity	0.7732	NPC214116
Intermediate Similarity	0.7732	NPC162694
Intermediate Similarity	0.7711	NPC286135
Intermediate Similarity	0.7688	NPC255607
Intermediate Similarity	0.7688	NPC83019
Intermediate Similarity	0.7688	NPC3375
Intermediate Similarity	0.7656	NPC220961
Intermediate Similarity	0.7656	NPC149285
Intermediate Similarity	0.7656	NPC99179
Intermediate Similarity	0.7638	NPC204580
Intermediate Similarity	0.7609	NPC476572
Intermediate Similarity	0.7606	NPC145832
Intermediate Similarity	0.7606	NPC474931
Intermediate Similarity	0.7606	NPC81218
Intermediate Similarity	0.7606	NPC306555
Intermediate Similarity	0.7606	NPC158376
Intermediate Similarity	0.7606	NPC12053
Intermediate Similarity	0.7606	NPC117188
Intermediate Similarity	0.7606	NPC205421
Intermediate Similarity	0.7604	NPC118633
Intermediate Similarity	0.7604	NPC294790
Intermediate Similarity	0.7604	NPC148693
Intermediate Similarity	0.7602	NPC141440
Intermediate Similarity	0.7602	NPC237579
Intermediate Similarity	0.7598	NPC80472
Intermediate Similarity	0.7588	NPC33256
Intermediate Similarity	0.7588	NPC470646
Intermediate Similarity	0.7527	NPC85747
Intermediate Similarity	0.7527	NPC226428
Intermediate Similarity	0.7527	NPC8337
Intermediate Similarity	0.7514	NPC129603
Intermediate Similarity	0.7513	NPC320223
Intermediate Similarity	0.7513	NPC114364
Intermediate Similarity	0.7513	NPC247389
Intermediate Similarity	0.7513	NPC150879
Intermediate Similarity	0.7512	NPC70290
Intermediate Similarity	0.7512	NPC14622
Intermediate Similarity	0.7512	NPC73020
Intermediate Similarity	0.7512	NPC215098
Intermediate Similarity	0.7512	NPC124302
Intermediate Similarity	0.7512	NPC46744
Intermediate Similarity	0.75	NPC96603
Intermediate Similarity	0.75	NPC253043
Intermediate Similarity	0.75	NPC477563
Intermediate Similarity	0.75	NPC136508
Intermediate Similarity	0.75	NPC13504
Intermediate Similarity	0.75	NPC99659
Intermediate Similarity	0.75	NPC196447
Intermediate Similarity	0.75	NPC325871
Intermediate Similarity	0.75	NPC306843
Intermediate Similarity	0.75	NPC78222
Intermediate Similarity	0.75	NPC212794
Intermediate Similarity	0.7488	NPC476496
Intermediate Similarity	0.7487	NPC227683
Intermediate Similarity	0.7487	NPC239775
Intermediate Similarity	0.7487	NPC117717
Intermediate Similarity	0.7476	NPC326895
Intermediate Similarity	0.746	NPC24264
Intermediate Similarity	0.746	NPC476432
Intermediate Similarity	0.746	NPC219341
Intermediate Similarity	0.7451	NPC119818
Intermediate Similarity	0.7451	NPC2173
Intermediate Similarity	0.7451	NPC328700
Intermediate Similarity	0.7451	NPC202771
Intermediate Similarity	0.7448	NPC2314
Intermediate Similarity	0.7447	NPC1229
Intermediate Similarity	0.7447	NPC324144
Intermediate Similarity	0.7447	NPC218614
Intermediate Similarity	0.744	NPC94687
Intermediate Similarity	0.744	NPC106840
Intermediate Similarity	0.744	NPC476495
Intermediate Similarity	0.7438	NPC72788
Intermediate Similarity	0.7438	NPC314100
Intermediate Similarity	0.7438	NPC226652
Intermediate Similarity	0.7438	NPC120671
Intermediate Similarity	0.7437	NPC475754
Intermediate Similarity	0.7435	NPC168753
Intermediate Similarity	0.7435	NPC118274
Intermediate Similarity	0.7421	NPC284842
Intermediate Similarity	0.7419	NPC473458
Intermediate Similarity	0.7419	NPC471513
Intermediate Similarity	0.7411	NPC477395
Intermediate Similarity	0.7409	NPC128560
Intermediate Similarity	0.7409	NPC199465
Intermediate Similarity	0.7409	NPC229166
Intermediate Similarity	0.7407	NPC225774
Intermediate Similarity	0.7407	NPC167546
Intermediate Similarity	0.7407	NPC302527
Intermediate Similarity	0.7407	NPC16805
Intermediate Similarity	0.7404	NPC46990
Intermediate Similarity	0.7398	NPC476575
Intermediate Similarity	0.7396	NPC19520
Intermediate Similarity	0.7396	NPC149090
Intermediate Similarity	0.7391	NPC11708
Intermediate Similarity	0.7385	NPC267408
Intermediate Similarity	0.7385	NPC244554
Intermediate Similarity	0.7374	NPC230098
Intermediate Similarity	0.7371	NPC472638
Intermediate Similarity	0.7371	NPC474470
Intermediate Similarity	0.7371	NPC472639
Intermediate Similarity	0.7358	NPC192135
Intermediate Similarity	0.7358	NPC66341
Intermediate Similarity	0.7358	NPC477020
Intermediate Similarity	0.7358	NPC38964
Intermediate Similarity	0.7357	NPC477396
Intermediate Similarity	0.7354	NPC233650
Intermediate Similarity	0.7352	NPC477397
Intermediate Similarity	0.735	NPC63152
Intermediate Similarity	0.7345	NPC477393
Intermediate Similarity	0.734	NPC4304
Intermediate Similarity	0.734	NPC166014
Intermediate Similarity	0.734	NPC27410
Intermediate Similarity	0.7337	NPC326316
Intermediate Similarity	0.7337	NPC81733
Intermediate Similarity	0.7333	NPC15919
Intermediate Similarity	0.7333	NPC329816
Intermediate Similarity	0.733	NPC298979
Intermediate Similarity	0.733	NPC252960
Intermediate Similarity	0.733	NPC210918
Intermediate Similarity	0.7326	NPC315707
Intermediate Similarity	0.7326	NPC40389
Intermediate Similarity	0.7326	NPC78359
Intermediate Similarity	0.7326	NPC65490
Intermediate Similarity	0.7326	NPC148014
Intermediate Similarity	0.7323	NPC9867
Intermediate Similarity	0.7316	NPC134858
Intermediate Similarity	0.7316	NPC180306
Intermediate Similarity	0.7313	NPC478093
Intermediate Similarity	0.731	NPC233718
Intermediate Similarity	0.731	NPC116284
Intermediate Similarity	0.731	NPC275132
Intermediate Similarity	0.7306	NPC65403
Intermediate Similarity	0.7306	NPC470739
Intermediate Similarity	0.7306	NPC129578
Intermediate Similarity	0.7306	NPC477640
Intermediate Similarity	0.7306	NPC225597
Intermediate Similarity	0.7306	NPC150131
Intermediate Similarity	0.7304	NPC267414
Intermediate Similarity	0.73	NPC82763
Intermediate Similarity	0.7296	NPC474745
Intermediate Similarity	0.7296	NPC474507
Intermediate Similarity	0.7292	NPC83198
Intermediate Similarity	0.7292	NPC82533
Intermediate Similarity	0.7292	NPC266176
Intermediate Similarity	0.7292	NPC158148
Intermediate Similarity	0.7292	NPC204908
Intermediate Similarity	0.7292	NPC290759
Intermediate Similarity	0.729	NPC82056
Intermediate Similarity	0.7287	NPC92191
Intermediate Similarity	0.7287	NPC59028
Intermediate Similarity	0.7286	NPC57036
Intermediate Similarity	0.7282	NPC241704
Intermediate Similarity	0.7282	NPC118128
Intermediate Similarity	0.7277	NPC473589
Intermediate Similarity	0.7277	NPC30182
Intermediate Similarity	0.7277	NPC478091
Intermediate Similarity	0.7277	NPC478092
Intermediate Similarity	0.7273	NPC302275
Intermediate Similarity	0.7273	NPC135772
Intermediate Similarity	0.7273	NPC474746
Intermediate Similarity	0.7273	NPC475981

Drug Structure

NPD4580 OpenBabel08211705262D 28 32 0 0 1 0 0 0 0 0999 V2000 1.9695 -4.0904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4311 -2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0844 -2.2757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8328 -0.8635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5459 -0.4518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5459 -4.5689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8328 -4.1572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8328 -2.5101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4064 -2.5101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1196 -2.0988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6933 -3.7454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1919 -3.0921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8328 -1.6870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2591 -0.8635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2591 -4.1572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1196 -2.9219 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5459 -2.0988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2591 -1.6870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2591 -3.3337 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5459 -2.9219 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8328 -3.3337 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4064 -3.3337 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 6.0080 -0.4311 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 6.0080 -4.5896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1196 -3.7454 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9512 -2.5101 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0477 -1.2072 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.1376 -4.5687 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 1 0 0 0 0 2 12 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 15 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 13 1 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 13 17 2 0 0 0 0 14 18 2 0 0 0 0 14 23 1 0 0 0 0 15 19 1 0 0 0 0 15 24 2 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 26 1 0 0 0 0 19 20 1 1 0 0 0 19 26 1 0 0 0 0 20 21 1 1 0 0 0 21 25 1 6 0 0 0 25 28 1 0 0 0 0 M CHG 2 22 1 23 -1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	355.18
ALogP	-3.0394
MLogP	3.22
XLogP	0.544
HDA	2
HBD	1
Rotatable Bonds	5
TPSA	69.59
RO5 Violation	0