NPASS drugs

Drug Information

Drug ID:	NPD5190
Drug Name:	Methylsamidorphan
Molecular Formula:	C22H28N2O4
Canonical SMILES:	O=C1CC[C@@]2([C@@]3(C1)CC[N@+]([C@@H]2Cc1c3c(O)c(cc1)C(=N)O)(C)CC1CC1)O
Standard InCHI:	InChI=1S/C22H28N2O4/c1-24(12-13-2-3-13)9-8-21-11-15(25)6-7-22(21,28)17(24)10-14-4-5-16(20(23)27)19(26)18(14)21/h4-5,13,17,28H,2-3,6-12H2,1H3,(H2-,23,26,27)/p+1/t17-,21-,22-,24-/m1/s1
Standard InCHIKey:	ATCVVCBJNHXIEX-ZAHKBLQYSA-O
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5190

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	217
0.1-0.2	987
0.2-0.3	2932
0.3-0.4	7694
0.4-0.5	7286
0.5-0.6	10403
0.6-0.7	1351
0.7-0.8	20
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7582	NPC291305
Intermediate Similarity	0.7526	NPC66909
Intermediate Similarity	0.7473	NPC295531
Intermediate Similarity	0.7461	NPC201055
Intermediate Similarity	0.7461	NPC254045
Intermediate Similarity	0.7461	NPC64576
Intermediate Similarity	0.7461	NPC151470
Intermediate Similarity	0.7405	NPC298339
Intermediate Similarity	0.7351	NPC469973
Intermediate Similarity	0.7346	NPC259665
Intermediate Similarity	0.7346	NPC89769
Intermediate Similarity	0.7346	NPC126859
Intermediate Similarity	0.7284	NPC124802
Intermediate Similarity	0.7256	NPC149379
Intermediate Similarity	0.7222	NPC8305
Intermediate Similarity	0.7222	NPC66177
Intermediate Similarity	0.7222	NPC268763
Intermediate Similarity	0.7157	NPC244191
Intermediate Similarity	0.7077	NPC279665
Intermediate Similarity	0.7037	NPC115906
Remote Similarity	0.6979	NPC329790
Remote Similarity	0.6959	NPC196231
Remote Similarity	0.6954	NPC39528
Remote Similarity	0.6923	NPC475780
Remote Similarity	0.6886	NPC108129
Remote Similarity	0.6865	NPC314693
Remote Similarity	0.6851	NPC29647
Remote Similarity	0.6839	NPC214629
Remote Similarity	0.6834	NPC317727
Remote Similarity	0.6826	NPC303910
Remote Similarity	0.6825	NPC329969
Remote Similarity	0.6824	NPC202225
Remote Similarity	0.6818	NPC476444
Remote Similarity	0.6816	NPC96730
Remote Similarity	0.6813	NPC79328
Remote Similarity	0.6793	NPC80759
Remote Similarity	0.6793	NPC79402
Remote Similarity	0.679	NPC259703
Remote Similarity	0.679	NPC32322
Remote Similarity	0.6784	NPC17677
Remote Similarity	0.6776	NPC221864
Remote Similarity	0.6774	NPC195392
Remote Similarity	0.6771	NPC305847
Remote Similarity	0.6768	NPC471187
Remote Similarity	0.6766	NPC471489
Remote Similarity	0.676	NPC68967
Remote Similarity	0.6757	NPC1229
Remote Similarity	0.6739	NPC27410
Remote Similarity	0.6739	NPC119649
Remote Similarity	0.6739	NPC271388
Remote Similarity	0.6739	NPC166014
Remote Similarity	0.6739	NPC230956
Remote Similarity	0.6739	NPC235143
Remote Similarity	0.6739	NPC205255
Remote Similarity	0.6738	NPC12053
Remote Similarity	0.6738	NPC81218
Remote Similarity	0.6738	NPC145832
Remote Similarity	0.6738	NPC158376
Remote Similarity	0.6738	NPC306555
Remote Similarity	0.6738	NPC117188
Remote Similarity	0.6738	NPC205421
Remote Similarity	0.6738	NPC474931
Remote Similarity	0.6736	NPC302449
Remote Similarity	0.6727	NPC181334
Remote Similarity	0.6726	NPC276238
Remote Similarity	0.672	NPC3375
Remote Similarity	0.672	NPC209377
Remote Similarity	0.672	NPC255607
Remote Similarity	0.6707	NPC69424
Remote Similarity	0.6707	NPC78364
Remote Similarity	0.6707	NPC84672
Remote Similarity	0.6707	NPC176130
Remote Similarity	0.6707	NPC176208
Remote Similarity	0.6706	NPC132847
Remote Similarity	0.6706	NPC325568
Remote Similarity	0.6702	NPC306804
Remote Similarity	0.6702	NPC283999
Remote Similarity	0.67	NPC293624
Remote Similarity	0.6687	NPC137750
Remote Similarity	0.6684	NPC476573
Remote Similarity	0.6684	NPC193853
Remote Similarity	0.6684	NPC81247
Remote Similarity	0.6684	NPC66341
Remote Similarity	0.6684	NPC192135
Remote Similarity	0.6684	NPC223077
Remote Similarity	0.6684	NPC56887
Remote Similarity	0.6684	NPC35627
Remote Similarity	0.6684	NPC477020
Remote Similarity	0.6683	NPC314596
Remote Similarity	0.6683	NPC316164
Remote Similarity	0.6667	NPC328649
Remote Similarity	0.6667	NPC159767
Remote Similarity	0.6667	NPC118274
Remote Similarity	0.6667	NPC476227
Remote Similarity	0.6667	NPC168753
Remote Similarity	0.6667	NPC155506
Remote Similarity	0.6667	NPC33011
Remote Similarity	0.6667	NPC324144
Remote Similarity	0.665	NPC97086
Remote Similarity	0.6649	NPC194671
Remote Similarity	0.6649	NPC269750
Remote Similarity	0.6648	NPC297322
Remote Similarity	0.6648	NPC217801
Remote Similarity	0.6647	NPC476847
Remote Similarity	0.6647	NPC3202
Remote Similarity	0.6647	NPC153007
Remote Similarity	0.6647	NPC471851
Remote Similarity	0.6646	NPC249340
Remote Similarity	0.6646	NPC162935
Remote Similarity	0.6646	NPC154696
Remote Similarity	0.6632	NPC239775
Remote Similarity	0.6632	NPC474507
Remote Similarity	0.6631	NPC196447
Remote Similarity	0.6631	NPC13504
Remote Similarity	0.6631	NPC78222
Remote Similarity	0.6631	NPC253043
Remote Similarity	0.6631	NPC212794
Remote Similarity	0.6631	NPC477563
Remote Similarity	0.6631	NPC136508
Remote Similarity	0.6631	NPC306843
Remote Similarity	0.6631	NPC96603
Remote Similarity	0.663	NPC206736
Remote Similarity	0.663	NPC195766
Remote Similarity	0.6629	NPC2672
Remote Similarity	0.6628	NPC293454
Remote Similarity	0.6617	NPC218733
Remote Similarity	0.6617	NPC132874
Remote Similarity	0.6617	NPC265642
Remote Similarity	0.6617	NPC138615
Remote Similarity	0.6615	NPC476577
Remote Similarity	0.6615	NPC173416
Remote Similarity	0.6615	NPC148709
Remote Similarity	0.661	NPC16188
Remote Similarity	0.6607	NPC72667
Remote Similarity	0.6606	NPC11250
Remote Similarity	0.6598	NPC294951
Remote Similarity	0.6596	NPC40234
Remote Similarity	0.659	NPC153088
Remote Similarity	0.6588	NPC257390
Remote Similarity	0.6588	NPC42423
Remote Similarity	0.6587	NPC87985
Remote Similarity	0.6585	NPC133156
Remote Similarity	0.6585	NPC241001
Remote Similarity	0.6585	NPC164852
Remote Similarity	0.6584	NPC42286
Remote Similarity	0.6583	NPC476565
Remote Similarity	0.658	NPC327005
Remote Similarity	0.658	NPC73555
Remote Similarity	0.6579	NPC477562
Remote Similarity	0.6579	NPC279871
Remote Similarity	0.6579	NPC69712
Remote Similarity	0.6579	NPC26240
Remote Similarity	0.6576	NPC235460
Remote Similarity	0.6575	NPC275839
Remote Similarity	0.6571	NPC323123
Remote Similarity	0.657	NPC49742
Remote Similarity	0.657	NPC111845
Remote Similarity	0.6569	NPC67346
Remote Similarity	0.6569	NPC232533
Remote Similarity	0.6566	NPC198014
Remote Similarity	0.6564	NPC248642
Remote Similarity	0.6562	NPC45037
Remote Similarity	0.6562	NPC274002
Remote Similarity	0.6562	NPC126515
Remote Similarity	0.6562	NPC472331
Remote Similarity	0.6561	NPC298979
Remote Similarity	0.6561	NPC230611
Remote Similarity	0.6559	NPC226428
Remote Similarity	0.6556	NPC233702
Remote Similarity	0.6553	NPC314946
Remote Similarity	0.6552	NPC313274
Remote Similarity	0.655	NPC244866
Remote Similarity	0.655	NPC313663
Remote Similarity	0.655	NPC291001
Remote Similarity	0.6548	NPC214116
Remote Similarity	0.6548	NPC305717
Remote Similarity	0.6548	NPC254492
Remote Similarity	0.6545	NPC129578
Remote Similarity	0.6545	NPC253627
Remote Similarity	0.6545	NPC50016
Remote Similarity	0.6543	NPC101207
Remote Similarity	0.6541	NPC476572
Remote Similarity	0.6538	NPC326316
Remote Similarity	0.6538	NPC46990
Remote Similarity	0.6538	NPC81733
Remote Similarity	0.6534	NPC470925
Remote Similarity	0.6533	NPC259350
Remote Similarity	0.6533	NPC223236
Remote Similarity	0.6531	NPC288854
Remote Similarity	0.6531	NPC156576
Remote Similarity	0.6529	NPC183722
Remote Similarity	0.6529	NPC171460
Remote Similarity	0.6527	NPC199273
Remote Similarity	0.6526	NPC137627
Remote Similarity	0.6526	NPC273755
Remote Similarity	0.6524	NPC190501
Remote Similarity	0.6524	NPC318552
Remote Similarity	0.652	NPC472329
Remote Similarity	0.652	NPC472330
Remote Similarity	0.6514	NPC211468

Drug Structure

NPD5190 OpenBabel08211706322D 32 36 0 0 1 0 0 0 0 0999 V2000 2.4256 0.1957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3993 -2.1530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4648 -2.2764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3453 -3.1732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4712 -3.6446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6328 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8165 0.4711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9428 -0.9425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7593 -1.4139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3452 -1.2875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8159 -1.4143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7019 -0.4708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8252 -1.4054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3453 -2.2304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6325 -0.9432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2877 -3.1732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8165 -0.4714 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4712 -1.7590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2877 -2.2304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1041 -3.6445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -0.9427 0.0000 C 0 0 1 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 -2.1041 -4.5872 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7592 -0.4711 0.0000 N 0 3 1 0 0 0 0 0 0 0 0 0 -2.4487 -1.4148 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1041 -1.7590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9205 -3.1732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9427 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2877 -5.0586 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9205 -2.2304 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7369 -3.6445 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9110 1.1864 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 1 0 0 0 0 2 13 1 0 0 0 0 3 13 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 22 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 24 1 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 15 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 14 18 2 0 0 0 0 15 25 2 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 6 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 26 1 0 0 0 0 20 23 2 0 0 0 0 20 27 1 0 0 0 0 21 22 1 1 0 0 0 22 28 1 6 0 0 0 23 29 1 0 0 0 0 24 1 1 6 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 M CHG 1 24 1 M END $$$$

External Identifiers

TTD	DIB006138
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	385.21
ALogP	-2.4412
MLogP	3.22
XLogP	1.536
HDA	4
HBD	4
Rotatable Bonds	7
TPSA	101.61
RO5 Violation	0