NPASS drugs

Drug Information

Drug ID:	NPD4603
Drug Name:	Samidorphan
Molecular Formula:	C21H26N2O4
Canonical SMILES:	O=C1CC[C@@]2([C@@]3(C1)CCN([C@@H]2Cc1c3c(O)c(cc1)C(=N)O)CC1CC1)O
Standard InCHI:	InChI=1S/C21H26N2O4/c22-19(26)15-4-3-13-9-16-21(27)6-5-14(24)10-20(21,17(13)18(15)25)7-8-23(16)11-12-1-2-12/h3-4,12,16,25,27H,1-2,5-11H2,(H2,22,26)/t16-,20-,21-/m1/s1
Standard InCHIKey:	RYIDHLJADOKWFM-MAODMQOUSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4603

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	239
0.1-0.2	1028
0.2-0.3	3110
0.3-0.4	8004
0.4-0.5	7149
0.5-0.6	10156
0.6-0.7	1185
0.7-0.8	19
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	0.7527	NPC291305
Intermediate Similarity	0.75	NPC201055
Intermediate Similarity	0.75	NPC254045
Intermediate Similarity	0.75	NPC151470
Intermediate Similarity	0.75	NPC64576
Intermediate Similarity	0.7474	NPC66909
Intermediate Similarity	0.7419	NPC295531
Intermediate Similarity	0.7351	NPC298339
Intermediate Similarity	0.7329	NPC124802
Intermediate Similarity	0.7301	NPC149379
Intermediate Similarity	0.7297	NPC469973
Intermediate Similarity	0.7284	NPC126859
Intermediate Similarity	0.7284	NPC259665
Intermediate Similarity	0.7284	NPC89769
Intermediate Similarity	0.716	NPC66177
Intermediate Similarity	0.716	NPC8305
Intermediate Similarity	0.716	NPC268763
Intermediate Similarity	0.7107	NPC244191
Intermediate Similarity	0.7026	NPC279665
Remote Similarity	0.6984	NPC115906
Remote Similarity	0.6927	NPC329790
Remote Similarity	0.6907	NPC196231
Remote Similarity	0.6904	NPC39528
Remote Similarity	0.6868	NPC475780
Remote Similarity	0.6826	NPC108129
Remote Similarity	0.6811	NPC314693
Remote Similarity	0.6796	NPC29647
Remote Similarity	0.6788	NPC214629
Remote Similarity	0.6784	NPC317727
Remote Similarity	0.6772	NPC329969
Remote Similarity	0.6766	NPC96730
Remote Similarity	0.6766	NPC303910
Remote Similarity	0.6765	NPC202225
Remote Similarity	0.6761	NPC476444
Remote Similarity	0.6758	NPC79328
Remote Similarity	0.6739	NPC79402
Remote Similarity	0.6739	NPC80759
Remote Similarity	0.6734	NPC17677
Remote Similarity	0.6728	NPC259703
Remote Similarity	0.6728	NPC32322
Remote Similarity	0.6721	NPC221864
Remote Similarity	0.672	NPC195392
Remote Similarity	0.6719	NPC305847
Remote Similarity	0.6716	NPC471489
Remote Similarity	0.6707	NPC471187
Remote Similarity	0.6705	NPC33011
Remote Similarity	0.6704	NPC68967
Remote Similarity	0.6703	NPC1229
Remote Similarity	0.6685	NPC235143
Remote Similarity	0.6685	NPC271388
Remote Similarity	0.6685	NPC27410
Remote Similarity	0.6685	NPC205255
Remote Similarity	0.6685	NPC230956
Remote Similarity	0.6685	NPC119649
Remote Similarity	0.6685	NPC166014
Remote Similarity	0.6684	NPC81218
Remote Similarity	0.6684	NPC145832
Remote Similarity	0.6684	NPC306555
Remote Similarity	0.6684	NPC302449
Remote Similarity	0.6684	NPC117188
Remote Similarity	0.6684	NPC205421
Remote Similarity	0.6684	NPC474931
Remote Similarity	0.6684	NPC12053
Remote Similarity	0.6684	NPC158376
Remote Similarity	0.6667	NPC276238
Remote Similarity	0.6667	NPC3375
Remote Similarity	0.6667	NPC255607
Remote Similarity	0.6667	NPC209377
Remote Similarity	0.6667	NPC181334
Remote Similarity	0.665	NPC293624
Remote Similarity	0.6649	NPC283999
Remote Similarity	0.6649	NPC306804
Remote Similarity	0.6647	NPC78364
Remote Similarity	0.6647	NPC132847
Remote Similarity	0.6647	NPC325568
Remote Similarity	0.6647	NPC84672
Remote Similarity	0.6647	NPC69424
Remote Similarity	0.6647	NPC176130
Remote Similarity	0.6646	NPC176208
Remote Similarity	0.6634	NPC314596
Remote Similarity	0.6634	NPC316164
Remote Similarity	0.6632	NPC192135
Remote Similarity	0.6632	NPC66341
Remote Similarity	0.6632	NPC477020
Remote Similarity	0.6631	NPC193853
Remote Similarity	0.6631	NPC223077
Remote Similarity	0.6631	NPC35627
Remote Similarity	0.6631	NPC81247
Remote Similarity	0.6631	NPC476573
Remote Similarity	0.6631	NPC56887
Remote Similarity	0.6627	NPC137750
Remote Similarity	0.6615	NPC73555
Remote Similarity	0.6614	NPC118274
Remote Similarity	0.6614	NPC168753
Remote Similarity	0.6614	NPC159767
Remote Similarity	0.6614	NPC155506
Remote Similarity	0.6614	NPC476227
Remote Similarity	0.6613	NPC324144
Remote Similarity	0.6613	NPC328649
Remote Similarity	0.6609	NPC323123
Remote Similarity	0.6601	NPC97086
Remote Similarity	0.6597	NPC269750
Remote Similarity	0.6597	NPC194671
Remote Similarity	0.6593	NPC217801
Remote Similarity	0.6591	NPC297322
Remote Similarity	0.659	NPC153007
Remote Similarity	0.6588	NPC476847
Remote Similarity	0.6588	NPC471851
Remote Similarity	0.6588	NPC3202
Remote Similarity	0.6585	NPC249340
Remote Similarity	0.6585	NPC162935
Remote Similarity	0.6585	NPC154696
Remote Similarity	0.658	NPC474507
Remote Similarity	0.6579	NPC239775
Remote Similarity	0.6578	NPC96603
Remote Similarity	0.6578	NPC253043
Remote Similarity	0.6578	NPC212794
Remote Similarity	0.6578	NPC136508
Remote Similarity	0.6578	NPC306843
Remote Similarity	0.6578	NPC78222
Remote Similarity	0.6578	NPC196447
Remote Similarity	0.6578	NPC477563
Remote Similarity	0.6578	NPC13504
Remote Similarity	0.6576	NPC206736
Remote Similarity	0.6576	NPC195766
Remote Similarity	0.6573	NPC2672
Remote Similarity	0.657	NPC293454
Remote Similarity	0.6567	NPC138615
Remote Similarity	0.6567	NPC265642
Remote Similarity	0.6567	NPC132874
Remote Similarity	0.6567	NPC218733
Remote Similarity	0.6562	NPC173416
Remote Similarity	0.6562	NPC476577
Remote Similarity	0.6562	NPC148709
Remote Similarity	0.6554	NPC16188
Remote Similarity	0.6552	NPC170170
Remote Similarity	0.6552	NPC219233
Remote Similarity	0.6552	NPC211468
Remote Similarity	0.6548	NPC72667
Remote Similarity	0.6546	NPC294951
Remote Similarity	0.6545	NPC256935
Remote Similarity	0.6545	NPC11250
Remote Similarity	0.6543	NPC40234
Remote Similarity	0.6541	NPC313299
Remote Similarity	0.6537	NPC133156
Remote Similarity	0.6535	NPC42286
Remote Similarity	0.6533	NPC476565
Remote Similarity	0.6532	NPC153088
Remote Similarity	0.6529	NPC42423
Remote Similarity	0.6529	NPC257390
Remote Similarity	0.6528	NPC327005
Remote Similarity	0.6527	NPC87985
Remote Similarity	0.6526	NPC26240
Remote Similarity	0.6526	NPC477562
Remote Similarity	0.6526	NPC279871
Remote Similarity	0.6526	NPC69712
Remote Similarity	0.6524	NPC164852
Remote Similarity	0.6524	NPC241001
Remote Similarity	0.6522	NPC235460
Remote Similarity	0.652	NPC67346
Remote Similarity	0.652	NPC243483
Remote Similarity	0.652	NPC232533
Remote Similarity	0.6519	NPC275839
Remote Similarity	0.6513	NPC248642
Remote Similarity	0.6512	NPC49742
Remote Similarity	0.6512	NPC111845
Remote Similarity	0.651	NPC472331
Remote Similarity	0.651	NPC126515
Remote Similarity	0.651	NPC274002
Remote Similarity	0.651	NPC45037
Remote Similarity	0.6509	NPC325651
Remote Similarity	0.6508	NPC298979
Remote Similarity	0.6508	NPC230611
Remote Similarity	0.6506	NPC198014
Remote Similarity	0.6505	NPC314946
Remote Similarity	0.6505	NPC226428
Remote Similarity	0.6505	NPC126211
Remote Similarity	0.6502	NPC313274
Remote Similarity	0.65	NPC233702
Remote Similarity	0.6497	NPC214116
Remote Similarity	0.6492	NPC129578
Remote Similarity	0.6492	NPC50016
Remote Similarity	0.6491	NPC244866
Remote Similarity	0.6491	NPC313663
Remote Similarity	0.6491	NPC291001
Remote Similarity	0.6491	NPC93015
Remote Similarity	0.649	NPC46990
Remote Similarity	0.6489	NPC101207
Remote Similarity	0.6488	NPC254492
Remote Similarity	0.6488	NPC305717
Remote Similarity	0.6486	NPC476572
Remote Similarity	0.6485	NPC253627
Remote Similarity	0.6484	NPC81733
Remote Similarity	0.6484	NPC326316
Remote Similarity	0.6482	NPC223236
Remote Similarity	0.6482	NPC259350
Remote Similarity	0.648	NPC156576
Remote Similarity	0.648	NPC288854
Remote Similarity	0.6477	NPC470925
Remote Similarity	0.6474	NPC137627

Drug Structure

NPD4603 OpenBabel08211705262D 31 35 0 0 1 0 0 0 0 0999 V2000 -4.2394 -0.1943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9958 0.7147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3436 3.1678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4716 3.6381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6299 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8150 -0.4705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9408 0.9412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7557 1.4120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3442 1.2854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8150 1.4116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4215 -0.1945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3304 0.0492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3439 2.2266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6299 0.9410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2865 3.1672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8149 0.4709 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4710 1.7557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2862 2.2261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1017 3.6375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9410 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 2.1020 4.5786 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7560 0.4709 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4449 1.4116 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1010 1.7553 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9165 3.1667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9410 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 5.0494 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9162 2.2255 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7316 3.6370 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8150 -1.4116 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 13 1 0 0 0 0 4 15 1 0 0 0 0 5 6 1 0 0 0 0 5 14 1 0 0 0 0 6 21 1 0 0 0 0 7 8 1 0 0 0 0 7 20 1 0 0 0 0 8 23 1 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 10 14 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 23 1 0 0 0 0 13 17 2 0 0 0 0 14 24 2 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 21 1 6 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 25 1 0 0 0 0 19 22 2 0 0 0 0 19 26 1 0 0 0 0 20 21 1 1 0 0 0 21 27 1 6 0 0 0 22 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003032
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11667832
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.19
ALogP	-1.0864
MLogP	3.11
XLogP	1.727
HDA	5
HBD	4
Rotatable Bonds	6
TPSA	104.85
RO5 Violation	0