NPASS drugs

Drug Information

Drug ID:	NPD4731
Drug Name:	Dexloxiglumide
Molecular Formula:	C21H30Cl2N2O5
Canonical SMILES:	CCCCCN(C(=O)[C@H](N=C(c1ccc(c(c1)Cl)Cl)O)CCC(=O)O)CCCOC
Standard InCHI:	InChI=1S/C21H30Cl2N2O5/c1-3-4-5-11-25(12-6-13-30-2)21(29)18(9-10-19(26)27)24-20(28)15-7-8-16(22)17(23)14-15/h7-8,14,18H,3-6,9-13H2,1-2H3,(H,24,28)(H,26,27)/t18-/m1/s1
Standard InCHIKey:	QNQZBKQEIFTHFZ-GOSISDBHSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4731

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	109
0.1-0.2	1044
0.2-0.3	5180
0.3-0.4	11419
0.4-0.5	11682
0.5-0.6	1135
0.6-0.7	316
0.7-0.8	5
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	0.7152	NPC469666
Intermediate Similarity	0.7044	NPC314388
Intermediate Similarity	0.7044	NPC315283
Intermediate Similarity	0.7	NPC316008
Intermediate Similarity	0.7	NPC313867
Remote Similarity	0.6957	NPC473371
Remote Similarity	0.6957	NPC314358
Remote Similarity	0.6918	NPC469427
Remote Similarity	0.6918	NPC469426
Remote Similarity	0.6914	NPC311658
Remote Similarity	0.6855	NPC239762
Remote Similarity	0.6855	NPC163392
Remote Similarity	0.6807	NPC473341
Remote Similarity	0.6765	NPC114806
Remote Similarity	0.6763	NPC107938
Remote Similarity	0.6763	NPC294516
Remote Similarity	0.6748	NPC81026
Remote Similarity	0.6732	NPC4974
Remote Similarity	0.673	NPC471264
Remote Similarity	0.673	NPC471265
Remote Similarity	0.672	NPC469443
Remote Similarity	0.6711	NPC6975
Remote Similarity	0.6706	NPC24617
Remote Similarity	0.6688	NPC246079
Remote Similarity	0.6687	NPC316906
Remote Similarity	0.6687	NPC266741
Remote Similarity	0.6686	NPC475123
Remote Similarity	0.6686	NPC46009
Remote Similarity	0.6686	NPC40234
Remote Similarity	0.6686	NPC475204
Remote Similarity	0.6667	NPC209463
Remote Similarity	0.6667	NPC39431
Remote Similarity	0.6647	NPC162104
Remote Similarity	0.6625	NPC127741
Remote Similarity	0.6579	NPC202521
Remote Similarity	0.6573	NPC159767
Remote Similarity	0.6573	NPC155506
Remote Similarity	0.6573	NPC476227
Remote Similarity	0.6573	NPC473402
Remote Similarity	0.6573	NPC279871
Remote Similarity	0.6554	NPC230611
Remote Similarity	0.6538	NPC199738
Remote Similarity	0.6538	NPC210950
Remote Similarity	0.6536	NPC50016
Remote Similarity	0.6533	NPC470545
Remote Similarity	0.6519	NPC130309
Remote Similarity	0.6517	NPC273755
Remote Similarity	0.6517	NPC306804
Remote Similarity	0.6517	NPC137627
Remote Similarity	0.6514	NPC61004
Remote Similarity	0.6513	NPC220060
Remote Similarity	0.6513	NPC476990
Remote Similarity	0.6509	NPC262166
Remote Similarity	0.6505	NPC51047
Remote Similarity	0.6503	NPC269398
Remote Similarity	0.6503	NPC168113
Remote Similarity	0.6503	NPC263493
Remote Similarity	0.6497	NPC111428
Remote Similarity	0.649	NPC470546
Remote Similarity	0.6488	NPC475168
Remote Similarity	0.6488	NPC7817
Remote Similarity	0.6485	NPC315266
Remote Similarity	0.6485	NPC209509
Remote Similarity	0.6481	NPC178662
Remote Similarity	0.6481	NPC92784
Remote Similarity	0.6481	NPC98424
Remote Similarity	0.6481	NPC476133
Remote Similarity	0.6481	NPC470884
Remote Similarity	0.648	NPC473354
Remote Similarity	0.648	NPC469444
Remote Similarity	0.6471	NPC470728
Remote Similarity	0.6467	NPC470544
Remote Similarity	0.6464	NPC194671
Remote Similarity	0.6464	NPC269750
Remote Similarity	0.6463	NPC197682
Remote Similarity	0.6463	NPC176226
Remote Similarity	0.6442	NPC476259
Remote Similarity	0.6433	NPC476268
Remote Similarity	0.6429	NPC252878
Remote Similarity	0.6429	NPC2501
Remote Similarity	0.6429	NPC194699
Remote Similarity	0.6429	NPC254798
Remote Similarity	0.6429	NPC219350
Remote Similarity	0.6424	NPC476978
Remote Similarity	0.6424	NPC52748
Remote Similarity	0.642	NPC68865
Remote Similarity	0.6412	NPC56685
Remote Similarity	0.6407	NPC145113
Remote Similarity	0.6407	NPC329761
Remote Similarity	0.6407	NPC16188
Remote Similarity	0.6407	NPC225648
Remote Similarity	0.6405	NPC190663
Remote Similarity	0.6405	NPC200964
Remote Similarity	0.64	NPC471052
Remote Similarity	0.64	NPC471053
Remote Similarity	0.64	NPC471051
Remote Similarity	0.6398	NPC248283
Remote Similarity	0.6393	NPC473404
Remote Similarity	0.6392	NPC311753
Remote Similarity	0.6391	NPC473491
Remote Similarity	0.6389	NPC26108
Remote Similarity	0.6389	NPC471165
Remote Similarity	0.6387	NPC46427
Remote Similarity	0.6386	NPC322878
Remote Similarity	0.6386	NPC5620
Remote Similarity	0.6382	NPC469445
Remote Similarity	0.638	NPC242159
Remote Similarity	0.638	NPC313694
Remote Similarity	0.6374	NPC470902
Remote Similarity	0.6374	NPC45037
Remote Similarity	0.6369	NPC89831
Remote Similarity	0.6364	NPC139326
Remote Similarity	0.6364	NPC161069
Remote Similarity	0.6358	NPC474811
Remote Similarity	0.6358	NPC79465
Remote Similarity	0.6358	NPC260045
Remote Similarity	0.6358	NPC293377
Remote Similarity	0.6358	NPC476102
Remote Similarity	0.6358	NPC474787
Remote Similarity	0.6358	NPC76785
Remote Similarity	0.6358	NPC118099
Remote Similarity	0.6358	NPC90194
Remote Similarity	0.6358	NPC239357
Remote Similarity	0.6358	NPC9687
Remote Similarity	0.6358	NPC475598
Remote Similarity	0.6358	NPC273907
Remote Similarity	0.6358	NPC474855
Remote Similarity	0.6358	NPC151706
Remote Similarity	0.6358	NPC475318
Remote Similarity	0.6358	NPC49577
Remote Similarity	0.6353	NPC300443
Remote Similarity	0.6337	NPC244509
Remote Similarity	0.6335	NPC287401
Remote Similarity	0.6333	NPC471318
Remote Similarity	0.6333	NPC33742
Remote Similarity	0.6333	NPC49315
Remote Similarity	0.6329	NPC319766
Remote Similarity	0.6326	NPC24661
Remote Similarity	0.6326	NPC44357
Remote Similarity	0.6326	NPC137437
Remote Similarity	0.6326	NPC112839
Remote Similarity	0.6324	NPC294951
Remote Similarity	0.6324	NPC471048
Remote Similarity	0.6324	NPC471050
Remote Similarity	0.6324	NPC471049
Remote Similarity	0.6323	NPC160493
Remote Similarity	0.6316	NPC5194
Remote Similarity	0.6316	NPC122590
Remote Similarity	0.6316	NPC261934
Remote Similarity	0.6313	NPC269383
Remote Similarity	0.6313	NPC151030
Remote Similarity	0.631	NPC135121
Remote Similarity	0.6304	NPC476321
Remote Similarity	0.6303	NPC476989
Remote Similarity	0.63	NPC469442
Remote Similarity	0.63	NPC277306
Remote Similarity	0.6299	NPC476183
Remote Similarity	0.6296	NPC243782
Remote Similarity	0.6296	NPC275134
Remote Similarity	0.6296	NPC265592
Remote Similarity	0.6289	NPC17374
Remote Similarity	0.6287	NPC477217
Remote Similarity	0.6287	NPC471680
Remote Similarity	0.6287	NPC201244
Remote Similarity	0.6286	NPC3371
Remote Similarity	0.6282	NPC175726
Remote Similarity	0.6282	NPC474082
Remote Similarity	0.6273	NPC257390
Remote Similarity	0.6272	NPC240848
Remote Similarity	0.6272	NPC471820
Remote Similarity	0.6272	NPC471821
Remote Similarity	0.6271	NPC472923
Remote Similarity	0.6271	NPC63931
Remote Similarity	0.627	NPC471526
Remote Similarity	0.6267	NPC35850
Remote Similarity	0.6267	NPC276949
Remote Similarity	0.6267	NPC473702
Remote Similarity	0.6267	NPC256007
Remote Similarity	0.6266	NPC65310
Remote Similarity	0.6265	NPC77905
Remote Similarity	0.6264	NPC197743
Remote Similarity	0.6264	NPC297145
Remote Similarity	0.6258	NPC71684
Remote Similarity	0.6258	NPC476281
Remote Similarity	0.6258	NPC476184
Remote Similarity	0.6257	NPC186617
Remote Similarity	0.625	NPC262077
Remote Similarity	0.625	NPC285926
Remote Similarity	0.625	NPC315276
Remote Similarity	0.625	NPC14672
Remote Similarity	0.6243	NPC473580
Remote Similarity	0.6238	NPC25539
Remote Similarity	0.6235	NPC129666
Remote Similarity	0.623	NPC328763
Remote Similarity	0.6229	NPC244336
Remote Similarity	0.6229	NPC1390
Remote Similarity	0.6229	NPC62104
Remote Similarity	0.6222	NPC471568
Remote Similarity	0.6222	NPC473693
Remote Similarity	0.6221	NPC202198

Drug Structure

NPD4731 OpenBabel08211705272D 32 32 0 0 1 0 0 0 0 0999 V2000 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 5.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 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 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 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 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 Cl 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 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 30 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 6 13 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 10 19 1 0 0 0 0 11 25 1 0 0 0 0 12 25 1 0 0 0 0 13 30 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 9 1 1 0 0 0 18 21 1 0 0 0 0 18 24 1 0 0 0 0 19 26 2 0 0 0 0 19 27 1 0 0 0 0 20 24 2 3 0 0 0 20 28 1 0 0 0 0 21 25 1 0 0 0 0 21 29 2 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000103
DrugBank	DB04856
ChEMBL	CHEMBL550781
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65937
ChEBI	135747
CAS Number	119817-90-2

Drug Properties

Molecular Weight	460.15
ALogP	-0.9956
MLogP	2.78
XLogP	3.597
HDA	7
HBD	2
Rotatable Bonds	21
TPSA	99.43
RO5 Violation	1