NPASS drugs

Drug Information

Drug ID:	NPD4582
Drug Name:	Methylnaltrexone
Molecular Formula:	C21H25NO4
Canonical SMILES:	O=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2[N@@+](CC3)(C)CC2CC2)ccc1O)O
Standard InCHI:	InChI=1S/C21H25NO4/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/p+1/t16-,19+,20+,21-,22-/m1/s1
Standard InCHIKey:	JVLBPIPGETUEET-WIXLDOGYSA-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4582

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	234
0.1-0.2	1081
0.2-0.3	2473
0.3-0.4	6646
0.4-0.5	6712
0.5-0.6	5200
0.6-0.7	7914
0.7-0.8	603
0.8-0.85	16
0.85-0.9	5
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	0.9725	NPC64576
High Similarity	0.9725	NPC201055
High Similarity	0.9725	NPC151470
High Similarity	0.9725	NPC254045
High Similarity	0.9613	NPC66909
High Similarity	0.9006	NPC115906
High Similarity	0.8757	NPC214629
High Similarity	0.8595	NPC298339
High Similarity	0.8595	NPC305847
High Similarity	0.8571	NPC196231
High Similarity	0.8548	NPC302449
Intermediate Similarity	0.8462	NPC67346
Intermediate Similarity	0.8462	NPC97086
Intermediate Similarity	0.8367	NPC140577
Intermediate Similarity	0.8367	NPC43069
Intermediate Similarity	0.8367	NPC232533
Intermediate Similarity	0.8274	NPC243483
Intermediate Similarity	0.8256	NPC293624
Intermediate Similarity	0.8251	NPC124657
Intermediate Similarity	0.8182	NPC244191
Intermediate Similarity	0.8154	NPC174783
Intermediate Similarity	0.8132	NPC475780
Intermediate Similarity	0.8109	NPC157958
Intermediate Similarity	0.8085	NPC329969
Intermediate Similarity	0.806	NPC126211
Intermediate Similarity	0.804	NPC311781
Intermediate Similarity	0.802	NPC279665
Intermediate Similarity	0.799	NPC474427
Intermediate Similarity	0.7938	NPC162694
Intermediate Similarity	0.7929	NPC474432
Intermediate Similarity	0.7929	NPC475713
Intermediate Similarity	0.7903	NPC255607
Intermediate Similarity	0.7903	NPC3375
Intermediate Similarity	0.7869	NPC323443
Intermediate Similarity	0.7869	NPC180756
Intermediate Similarity	0.7865	NPC99179
Intermediate Similarity	0.7819	NPC474931
Intermediate Similarity	0.7819	NPC306555
Intermediate Similarity	0.7819	NPC12053
Intermediate Similarity	0.7819	NPC145832
Intermediate Similarity	0.7819	NPC81218
Intermediate Similarity	0.7819	NPC158376
Intermediate Similarity	0.7819	NPC117188
Intermediate Similarity	0.7819	NPC205421
Intermediate Similarity	0.7784	NPC248642
Intermediate Similarity	0.7778	NPC94499
Intermediate Similarity	0.7744	NPC156576
Intermediate Similarity	0.7742	NPC226428
Intermediate Similarity	0.7734	NPC286135
Intermediate Similarity	0.772	NPC320223
Intermediate Similarity	0.772	NPC114364
Intermediate Similarity	0.7713	NPC196447
Intermediate Similarity	0.7713	NPC96603
Intermediate Similarity	0.7713	NPC136508
Intermediate Similarity	0.7713	NPC78222
Intermediate Similarity	0.7713	NPC212794
Intermediate Similarity	0.7713	NPC13504
Intermediate Similarity	0.7713	NPC477563
Intermediate Similarity	0.7713	NPC306843
Intermediate Similarity	0.7713	NPC253043
Intermediate Similarity	0.7711	NPC83019
Intermediate Similarity	0.7707	NPC476500
Intermediate Similarity	0.7696	NPC239775
Intermediate Similarity	0.768	NPC126284
Intermediate Similarity	0.7665	NPC214116
Intermediate Similarity	0.7662	NPC204580
Intermediate Similarity	0.766	NPC1229
Intermediate Similarity	0.766	NPC324144
Intermediate Similarity	0.7647	NPC475747
Intermediate Similarity	0.7644	NPC168753
Intermediate Similarity	0.7644	NPC118274
Intermediate Similarity	0.7621	NPC80472
Intermediate Similarity	0.7617	NPC128560
Intermediate Similarity	0.7617	NPC199465
Intermediate Similarity	0.7617	NPC229166
Intermediate Similarity	0.7612	NPC33256
Intermediate Similarity	0.7589	NPC477395
Intermediate Similarity	0.7585	NPC11708
Intermediate Similarity	0.7577	NPC35680
Intermediate Similarity	0.7565	NPC477020
Intermediate Similarity	0.7565	NPC66341
Intermediate Similarity	0.7565	NPC192135
Intermediate Similarity	0.7553	NPC166014
Intermediate Similarity	0.7553	NPC27410
Intermediate Similarity	0.7513	NPC116284
Intermediate Similarity	0.7512	NPC478093
Intermediate Similarity	0.75	NPC149285
Intermediate Similarity	0.75	NPC83198
Intermediate Similarity	0.75	NPC267414
Intermediate Similarity	0.75	NPC204908
Intermediate Similarity	0.75	NPC82763
Intermediate Similarity	0.75	NPC220961
Intermediate Similarity	0.75	NPC474507
Intermediate Similarity	0.7477	NPC82056
Intermediate Similarity	0.7475	NPC30182
Intermediate Similarity	0.7475	NPC135772
Intermediate Similarity	0.7475	NPC478092
Intermediate Similarity	0.7475	NPC478091
Intermediate Similarity	0.7475	NPC473589
Intermediate Similarity	0.7474	NPC152680
Intermediate Similarity	0.7474	NPC190783
Intermediate Similarity	0.7474	NPC232386
Intermediate Similarity	0.7461	NPC69712
Intermediate Similarity	0.7461	NPC26240
Intermediate Similarity	0.7461	NPC477562
Intermediate Similarity	0.746	NPC205167
Intermediate Similarity	0.746	NPC249274
Intermediate Similarity	0.7451	NPC17677
Intermediate Similarity	0.745	NPC237579
Intermediate Similarity	0.745	NPC141440
Intermediate Similarity	0.7449	NPC118633
Intermediate Similarity	0.7449	NPC148693
Intermediate Similarity	0.7449	NPC294790
Intermediate Similarity	0.7448	NPC150879
Intermediate Similarity	0.7448	NPC210140
Intermediate Similarity	0.7447	NPC476572
Intermediate Similarity	0.7443	NPC470480
Intermediate Similarity	0.7438	NPC470646
Intermediate Similarity	0.7429	NPC476496
Intermediate Similarity	0.7427	NPC471489
Intermediate Similarity	0.7426	NPC117717
Intermediate Similarity	0.7416	NPC326895
Intermediate Similarity	0.7411	NPC32154
Intermediate Similarity	0.74	NPC230098
Intermediate Similarity	0.7398	NPC148709
Intermediate Similarity	0.7398	NPC476577
Intermediate Similarity	0.7398	NPC173416
Intermediate Similarity	0.7396	NPC13916
Intermediate Similarity	0.7396	NPC264850
Intermediate Similarity	0.7385	NPC2314
Intermediate Similarity	0.7383	NPC38964
Intermediate Similarity	0.7381	NPC476495
Intermediate Similarity	0.7381	NPC106840
Intermediate Similarity	0.7381	NPC94687
Intermediate Similarity	0.7376	NPC475754
Intermediate Similarity	0.7374	NPC476574
Intermediate Similarity	0.7374	NPC312918
Intermediate Similarity	0.7374	NPC477561
Intermediate Similarity	0.7374	NPC155442
Intermediate Similarity	0.7374	NPC286119
Intermediate Similarity	0.7371	NPC263212
Intermediate Similarity	0.7368	NPC18402
Intermediate Similarity	0.7366	NPC85747
Intermediate Similarity	0.7366	NPC215098
Intermediate Similarity	0.7366	NPC46744
Intermediate Similarity	0.7366	NPC8337
Intermediate Similarity	0.7366	NPC73020
Intermediate Similarity	0.7366	NPC14622
Intermediate Similarity	0.7366	NPC70290
Intermediate Similarity	0.7366	NPC124302
Intermediate Similarity	0.7364	NPC473458
Intermediate Similarity	0.7364	NPC471513
Intermediate Similarity	0.7363	NPC275680
Intermediate Similarity	0.7363	NPC476576
Intermediate Similarity	0.7363	NPC22115
Intermediate Similarity	0.7363	NPC186546
Intermediate Similarity	0.736	NPC329816
Intermediate Similarity	0.7358	NPC298979
Intermediate Similarity	0.7358	NPC272750
Intermediate Similarity	0.7358	NPC134047
Intermediate Similarity	0.7358	NPC223006
Intermediate Similarity	0.7358	NPC247389
Intermediate Similarity	0.7358	NPC173729
Intermediate Similarity	0.7354	NPC129603
Intermediate Similarity	0.7346	NPC46990
Intermediate Similarity	0.7344	NPC35345
Intermediate Similarity	0.7344	NPC24465
Intermediate Similarity	0.7344	NPC134858
Intermediate Similarity	0.7343	NPC316164
Intermediate Similarity	0.734	NPC325871
Intermediate Similarity	0.734	NPC99659
Intermediate Similarity	0.7337	NPC42663
Intermediate Similarity	0.7337	NPC222661
Intermediate Similarity	0.7337	NPC290005
Intermediate Similarity	0.7337	NPC258657
Intermediate Similarity	0.7337	NPC15414
Intermediate Similarity	0.7337	NPC251735
Intermediate Similarity	0.7337	NPC182052
Intermediate Similarity	0.7337	NPC239824
Intermediate Similarity	0.7337	NPC290582
Intermediate Similarity	0.7337	NPC49075
Intermediate Similarity	0.7337	NPC185639
Intermediate Similarity	0.7337	NPC181796
Intermediate Similarity	0.7337	NPC54654
Intermediate Similarity	0.7337	NPC229373
Intermediate Similarity	0.7337	NPC90998
Intermediate Similarity	0.7337	NPC279228
Intermediate Similarity	0.7337	NPC311973
Intermediate Similarity	0.7337	NPC30779
Intermediate Similarity	0.7337	NPC271013
Intermediate Similarity	0.7337	NPC217748
Intermediate Similarity	0.7337	NPC285931
Intermediate Similarity	0.7337	NPC328155
Intermediate Similarity	0.7337	NPC7715
Intermediate Similarity	0.7337	NPC8836
Intermediate Similarity	0.7337	NPC104196
Intermediate Similarity	0.7337	NPC223690
Intermediate Similarity	0.7337	NPC476575
Intermediate Similarity	0.7333	NPC476306
Intermediate Similarity	0.7333	NPC227683

Drug Structure

NPD4582 OpenBabel08211705262D 28 33 0 0 1 0 0 0 0 0999 V2000 -1.8777 -0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4281 0.5610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7697 1.0662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.4893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7187 2.9043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7187 -1.2449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.8299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.8299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4374 0.8299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7187 1.2445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1561 -0.4150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6614 0.2434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4374 2.4893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4374 -0.8299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7187 0.4150 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7187 1.2445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4374 1.6594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4374 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7187 0.4150 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 -1.4374 -0.0000 0.0000 N 0 3 1 0 0 0 0 0 0 0 0 0 2.1561 2.9043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1898 -1.2643 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7187 -0.4150 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1350 0.8299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1003 3.7323 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7005 -1.2447 0.0000 H 0 0 0 0 0 0 0 0 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 22 1 1 6 0 0 0 23 27 1 0 0 0 0 25 28 1 0 0 0 0 M CHG 1 22 1 M END $$$$

External Identifiers

TTD
DrugBank	DB06800
ChEMBL	CHEMBL1186579
IUPHAR/BPS
PharmaGKB
KEGG Drug	D06618
PubChem CID
ChEBI
CAS Number	916055-93-1

Drug Properties

Molecular Weight	356.19
ALogP	-2.7056
MLogP	3.22
XLogP	0.544
HDA	2
HBD	2
Rotatable Bonds	5
TPSA	66.76
RO5 Violation	0