NPASS drugs

Drug Information

Drug ID:	NPD3603
Drug Name:	Arbaclofen Placarbil
Molecular Formula:	C19H26ClNO6
Canonical SMILES:	CC([C@@H](OC(=O)C(C)C)OC(=NC[C@@H](c1ccc(cc1)Cl)CC(=O)O)O)C
Standard InCHI:	InChI=1S/C19H26ClNO6/c1-11(2)17(24)26-18(12(3)4)27-19(25)21-10-14(9-16(22)23)13-5-7-15(20)8-6-13/h5-8,11-12,14,18H,9-10H2,1-4H3,(H,21,25)(H,22,23)/t14-,18-/m0/s1
Standard InCHIKey:	JXTAALBWJQJLGN-KSSFIOAISA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3603

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	77
0.1-0.2	559
0.2-0.3	1572
0.3-0.4	7158
0.4-0.5	17939
0.5-0.6	3238
0.6-0.7	333
0.7-0.8	13
0.8-0.85	1
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	0.8305	NPC313981
Intermediate Similarity	0.7742	NPC471318
Intermediate Similarity	0.7385	NPC80150
Intermediate Similarity	0.7364	NPC310467
Intermediate Similarity	0.7287	NPC169328
Intermediate Similarity	0.7273	NPC471310
Intermediate Similarity	0.7252	NPC478016
Intermediate Similarity	0.7252	NPC478014
Intermediate Similarity	0.7252	NPC478015
Intermediate Similarity	0.7252	NPC190663
Intermediate Similarity	0.7167	NPC12730
Intermediate Similarity	0.7143	NPC160493
Intermediate Similarity	0.7063	NPC158854
Intermediate Similarity	0.7031	NPC474584
Remote Similarity	0.697	NPC237420
Remote Similarity	0.6929	NPC246913
Remote Similarity	0.687	NPC197470
Remote Similarity	0.6864	NPC245259
Remote Similarity	0.6855	NPC164859
Remote Similarity	0.6855	NPC471317
Remote Similarity	0.6825	NPC327481
Remote Similarity	0.6825	NPC274089
Remote Similarity	0.6825	NPC191215
Remote Similarity	0.6765	NPC317474
Remote Similarity	0.6765	NPC291027
Remote Similarity	0.6765	NPC213126
Remote Similarity	0.6765	NPC84281
Remote Similarity	0.6765	NPC169485
Remote Similarity	0.6754	NPC44830
Remote Similarity	0.6744	NPC319579
Remote Similarity	0.6742	NPC188010
Remote Similarity	0.6739	NPC4974
Remote Similarity	0.6721	NPC293628
Remote Similarity	0.6721	NPC122493
Remote Similarity	0.6721	NPC10781
Remote Similarity	0.6716	NPC314992
Remote Similarity	0.6715	NPC35996
Remote Similarity	0.6694	NPC58674
Remote Similarity	0.6692	NPC329011
Remote Similarity	0.669	NPC316906
Remote Similarity	0.6667	NPC322387
Remote Similarity	0.6667	NPC322598
Remote Similarity	0.6643	NPC476353
Remote Similarity	0.6642	NPC142577
Remote Similarity	0.6639	NPC274455
Remote Similarity	0.6639	NPC86670
Remote Similarity	0.6639	NPC70940
Remote Similarity	0.6619	NPC47667
Remote Similarity	0.6618	NPC45777
Remote Similarity	0.6618	NPC477061
Remote Similarity	0.6614	NPC67043
Remote Similarity	0.6596	NPC296712
Remote Similarity	0.6585	NPC324569
Remote Similarity	0.6567	NPC2265
Remote Similarity	0.6549	NPC69496
Remote Similarity	0.6535	NPC19136
Remote Similarity	0.6525	NPC199738
Remote Similarity	0.6525	NPC210950
Remote Similarity	0.6515	NPC273814
Remote Similarity	0.6504	NPC25565
Remote Similarity	0.6503	NPC473247
Remote Similarity	0.65	NPC84288
Remote Similarity	0.6496	NPC294134
Remote Similarity	0.6491	NPC127343
Remote Similarity	0.6486	NPC469427
Remote Similarity	0.6486	NPC469426
Remote Similarity	0.6484	NPC474559
Remote Similarity	0.6479	NPC116057
Remote Similarity	0.6479	NPC472413
Remote Similarity	0.6471	NPC12429
Remote Similarity	0.6471	NPC325441
Remote Similarity	0.6466	NPC270507
Remote Similarity	0.6457	NPC202613
Remote Similarity	0.6452	NPC473501
Remote Similarity	0.6452	NPC477767
Remote Similarity	0.6452	NPC475439
Remote Similarity	0.6446	NPC86987
Remote Similarity	0.6417	NPC470877
Remote Similarity	0.6417	NPC9822
Remote Similarity	0.6414	NPC245836
Remote Similarity	0.6414	NPC233910
Remote Similarity	0.6414	NPC470392
Remote Similarity	0.6406	NPC88267
Remote Similarity	0.6406	NPC113326
Remote Similarity	0.6406	NPC224610
Remote Similarity	0.6406	NPC194390
Remote Similarity	0.6403	NPC474862
Remote Similarity	0.64	NPC271475
Remote Similarity	0.6393	NPC323164
Remote Similarity	0.6389	NPC183722
Remote Similarity	0.6383	NPC317163
Remote Similarity	0.6383	NPC474847
Remote Similarity	0.6379	NPC103387
Remote Similarity	0.6379	NPC323103
Remote Similarity	0.6376	NPC263493
Remote Similarity	0.6376	NPC269398
Remote Similarity	0.637	NPC313352
Remote Similarity	0.637	NPC235421
Remote Similarity	0.6364	NPC74936
Remote Similarity	0.6364	NPC159178
Remote Similarity	0.6364	NPC258627
Remote Similarity	0.6364	NPC121872
Remote Similarity	0.6364	NPC141139
Remote Similarity	0.6364	NPC471307
Remote Similarity	0.6364	NPC209764
Remote Similarity	0.6364	NPC78041
Remote Similarity	0.6357	NPC476278
Remote Similarity	0.6357	NPC472415
Remote Similarity	0.6343	NPC35850
Remote Similarity	0.6343	NPC276949
Remote Similarity	0.6338	NPC9180
Remote Similarity	0.6338	NPC470816
Remote Similarity	0.6338	NPC477937
Remote Similarity	0.6338	NPC100402
Remote Similarity	0.6333	NPC161069
Remote Similarity	0.6333	NPC139326
Remote Similarity	0.6333	NPC329064
Remote Similarity	0.6325	NPC288903
Remote Similarity	0.6325	NPC285773
Remote Similarity	0.632	NPC226041
Remote Similarity	0.6319	NPC478147
Remote Similarity	0.6308	NPC94751
Remote Similarity	0.6308	NPC142326
Remote Similarity	0.6304	NPC319950
Remote Similarity	0.6301	NPC313663
Remote Similarity	0.6299	NPC133809
Remote Similarity	0.6299	NPC128248
Remote Similarity	0.6299	NPC136810
Remote Similarity	0.6299	NPC264728
Remote Similarity	0.6299	NPC469457
Remote Similarity	0.6299	NPC225079
Remote Similarity	0.6296	NPC33742
Remote Similarity	0.6291	NPC476978
Remote Similarity	0.629	NPC303045
Remote Similarity	0.629	NPC161972
Remote Similarity	0.6284	NPC208725
Remote Similarity	0.6282	NPC472761
Remote Similarity	0.6279	NPC329282
Remote Similarity	0.6269	NPC477476
Remote Similarity	0.6269	NPC477475
Remote Similarity	0.6268	NPC472414
Remote Similarity	0.6267	NPC239770
Remote Similarity	0.626	NPC21929
Remote Similarity	0.6259	NPC64897
Remote Similarity	0.6259	NPC476183
Remote Similarity	0.6259	NPC90693
Remote Similarity	0.625	NPC474820
Remote Similarity	0.625	NPC165726
Remote Similarity	0.625	NPC213969
Remote Similarity	0.625	NPC475978
Remote Similarity	0.625	NPC5620
Remote Similarity	0.6242	NPC477557
Remote Similarity	0.6241	NPC323007
Remote Similarity	0.6233	NPC48909
Remote Similarity	0.6233	NPC45191
Remote Similarity	0.6231	NPC476198
Remote Similarity	0.6231	NPC321670
Remote Similarity	0.623	NPC316108
Remote Similarity	0.6225	NPC57976
Remote Similarity	0.6225	NPC91953
Remote Similarity	0.6225	NPC197682
Remote Similarity	0.6224	NPC65310
Remote Similarity	0.6222	NPC153053
Remote Similarity	0.622	NPC221825
Remote Similarity	0.622	NPC7435
Remote Similarity	0.6218	NPC95965
Remote Similarity	0.6218	NPC475710
Remote Similarity	0.6216	NPC314835
Remote Similarity	0.6214	NPC476184
Remote Similarity	0.6214	NPC476281
Remote Similarity	0.6212	NPC114741
Remote Similarity	0.6212	NPC182549
Remote Similarity	0.621	NPC471309
Remote Similarity	0.6209	NPC49565
Remote Similarity	0.6207	NPC309279
Remote Similarity	0.6207	NPC121800
Remote Similarity	0.6202	NPC291426
Remote Similarity	0.62	NPC239762
Remote Similarity	0.62	NPC163392
Remote Similarity	0.619	NPC328070
Remote Similarity	0.6184	NPC471516
Remote Similarity	0.6183	NPC329705
Remote Similarity	0.6183	NPC474111
Remote Similarity	0.6181	NPC105114
Remote Similarity	0.6181	NPC239990
Remote Similarity	0.6181	NPC152850
Remote Similarity	0.6181	NPC89923
Remote Similarity	0.6181	NPC71933
Remote Similarity	0.6179	NPC187725
Remote Similarity	0.6179	NPC141607
Remote Similarity	0.6179	NPC317645
Remote Similarity	0.6174	NPC471264
Remote Similarity	0.6174	NPC68865
Remote Similarity	0.6174	NPC471265
Remote Similarity	0.6174	NPC6570
Remote Similarity	0.6172	NPC94487
Remote Similarity	0.6169	NPC138775
Remote Similarity	0.6165	NPC216122
Remote Similarity	0.6159	NPC470545
Remote Similarity	0.6159	NPC168113

Drug Structure

NPD3603 OpenBabel08211703112D 29 29 0 0 1 0 0 0 0 0999 V2000 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 12 1 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 14 1 0 0 0 0 10 21 1 0 0 0 0 11 17 1 0 0 0 0 13 14 1 0 0 0 0 14 9 1 1 0 0 0 15 20 1 0 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 17 24 2 0 0 0 0 17 26 1 0 0 0 0 18 12 1 1 0 0 0 18 26 1 0 0 0 0 18 27 1 0 0 0 0 19 21 2 3 0 0 0 19 25 1 0 0 0 0 19 27 1 0 0 0 0 23 28 1 0 0 0 0 25 29 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	399.14
ALogP	1.8381
MLogP	2.67
XLogP	4.271
HDA	7
HBD	2
Rotatable Bonds	18
TPSA	105.42
RO5 Violation	1