NPASS drugs

Drug Information

Drug ID:	NPD2079
Drug Name:	CS-722
Molecular Formula:	C16H19ClN2O4
Canonical SMILES:	O[C@@H](Cn1oc(c(c1=O)Cl)c1ccccc1)CN1CCOCC1
Standard InCHI:	InChI=1S/C16H19ClN2O4/c17-14-15(12-4-2-1-3-5-12)23-19(16(14)21)11-13(20)10-18-6-8-22-9-7-18/h1-5,13,20H,6-11H2/t13-/m1/s1
Standard InCHIKey:	NINUODAOHUBAAQ-CYBMUJFWSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2079

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	80
0.1-0.2	744
0.2-0.3	2751
0.3-0.4	10307
0.4-0.5	12831
0.5-0.6	3964
0.6-0.7	213
0.7-0.8	0
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
Remote Similarity	0.6929	NPC471447
Remote Similarity	0.6929	NPC81092
Remote Similarity	0.6929	NPC469666
Remote Similarity	0.6929	NPC103605
Remote Similarity	0.6875	NPC473360
Remote Similarity	0.6809	NPC17374
Remote Similarity	0.68	NPC316797
Remote Similarity	0.6769	NPC292758
Remote Similarity	0.6769	NPC65855
Remote Similarity	0.6714	NPC171372
Remote Similarity	0.671	NPC256689
Remote Similarity	0.671	NPC123011
Remote Similarity	0.669	NPC474473
Remote Similarity	0.669	NPC213969
Remote Similarity	0.669	NPC165726
Remote Similarity	0.6667	NPC214200
Remote Similarity	0.6667	NPC269340
Remote Similarity	0.6667	NPC228400
Remote Similarity	0.6597	NPC120251
Remote Similarity	0.6585	NPC474974
Remote Similarity	0.6554	NPC469808
Remote Similarity	0.6554	NPC77992
Remote Similarity	0.6549	NPC65310
Remote Similarity	0.6525	NPC285394
Remote Similarity	0.6515	NPC24777
Remote Similarity	0.6503	NPC218323
Remote Similarity	0.65	NPC17497
Remote Similarity	0.65	NPC305602
Remote Similarity	0.65	NPC26285
Remote Similarity	0.6479	NPC477249
Remote Similarity	0.6479	NPC474847
Remote Similarity	0.6479	NPC477248
Remote Similarity	0.6463	NPC132308
Remote Similarity	0.6447	NPC266741
Remote Similarity	0.6438	NPC246079
Remote Similarity	0.6434	NPC91820
Remote Similarity	0.6434	NPC82426
Remote Similarity	0.6419	NPC293377
Remote Similarity	0.6419	NPC476102
Remote Similarity	0.6419	NPC9687
Remote Similarity	0.6419	NPC49577
Remote Similarity	0.6419	NPC260045
Remote Similarity	0.6419	NPC76785
Remote Similarity	0.6419	NPC474855
Remote Similarity	0.6419	NPC118099
Remote Similarity	0.6419	NPC273907
Remote Similarity	0.6419	NPC151706
Remote Similarity	0.6419	NPC475598
Remote Similarity	0.6419	NPC79465
Remote Similarity	0.6419	NPC475318
Remote Similarity	0.6419	NPC474787
Remote Similarity	0.6419	NPC474811
Remote Similarity	0.6419	NPC90194
Remote Similarity	0.6408	NPC307020
Remote Similarity	0.6405	NPC81026
Remote Similarity	0.6383	NPC252878
Remote Similarity	0.6383	NPC268348
Remote Similarity	0.6364	NPC474479
Remote Similarity	0.6358	NPC231572
Remote Similarity	0.6358	NPC150712
Remote Similarity	0.6357	NPC326232
Remote Similarity	0.6357	NPC327226
Remote Similarity	0.6352	NPC471073
Remote Similarity	0.6352	NPC270811
Remote Similarity	0.6338	NPC46427
Remote Similarity	0.6327	NPC257390
Remote Similarity	0.6301	NPC69496
Remote Similarity	0.6291	NPC163392
Remote Similarity	0.6291	NPC252107
Remote Similarity	0.6291	NPC239762
Remote Similarity	0.6284	NPC245836
Remote Similarity	0.6284	NPC233910
Remote Similarity	0.6268	NPC291027
Remote Similarity	0.6268	NPC317474
Remote Similarity	0.6268	NPC213126
Remote Similarity	0.6268	NPC84281
Remote Similarity	0.6268	NPC169485
Remote Similarity	0.6267	NPC73883
Remote Similarity	0.6267	NPC196609
Remote Similarity	0.6267	NPC127741
Remote Similarity	0.6267	NPC277042
Remote Similarity	0.6267	NPC138365
Remote Similarity	0.6267	NPC230698
Remote Similarity	0.6267	NPC196708
Remote Similarity	0.6267	NPC136330
Remote Similarity	0.6267	NPC205178
Remote Similarity	0.6267	NPC255817
Remote Similarity	0.6267	NPC251454
Remote Similarity	0.626	NPC304761
Remote Similarity	0.626	NPC147000
Remote Similarity	0.626	NPC226778
Remote Similarity	0.626	NPC150254
Remote Similarity	0.6241	NPC476183
Remote Similarity	0.6241	NPC476990
Remote Similarity	0.624	NPC265521
Remote Similarity	0.6226	NPC39431
Remote Similarity	0.6225	NPC99078
Remote Similarity	0.6209	NPC251439
Remote Similarity	0.6207	NPC136453
Remote Similarity	0.6204	NPC1986
Remote Similarity	0.6204	NPC474544
Remote Similarity	0.62	NPC167096
Remote Similarity	0.62	NPC29650
Remote Similarity	0.6197	NPC202521
Remote Similarity	0.6197	NPC476184
Remote Similarity	0.6197	NPC476281
Remote Similarity	0.6184	NPC220923
Remote Similarity	0.6184	NPC470707
Remote Similarity	0.6181	NPC255253
Remote Similarity	0.6168	NPC475123
Remote Similarity	0.6168	NPC475204
Remote Similarity	0.6165	NPC474973
Remote Similarity	0.6165	NPC475203
Remote Similarity	0.6165	NPC472315
Remote Similarity	0.6165	NPC474376
Remote Similarity	0.6165	NPC472316
Remote Similarity	0.6165	NPC136962
Remote Similarity	0.6165	NPC130898
Remote Similarity	0.6165	NPC474804
Remote Similarity	0.6164	NPC239990
Remote Similarity	0.6164	NPC105114
Remote Similarity	0.6164	NPC89923
Remote Similarity	0.6164	NPC71933
Remote Similarity	0.6164	NPC152850
Remote Similarity	0.6154	NPC135121
Remote Similarity	0.6145	NPC294516
Remote Similarity	0.6145	NPC107938
Remote Similarity	0.6144	NPC469426
Remote Similarity	0.6144	NPC476989
Remote Similarity	0.6144	NPC469427
Remote Similarity	0.6142	NPC215351
Remote Similarity	0.6142	NPC20142
Remote Similarity	0.6139	NPC473491
Remote Similarity	0.6138	NPC472165
Remote Similarity	0.6136	NPC280616
Remote Similarity	0.6136	NPC171831
Remote Similarity	0.6136	NPC242913
Remote Similarity	0.6129	NPC477217
Remote Similarity	0.6129	NPC201244
Remote Similarity	0.6119	NPC277788
Remote Similarity	0.6118	NPC316906
Remote Similarity	0.6118	NPC307682
Remote Similarity	0.6118	NPC281104
Remote Similarity	0.6111	NPC6975
Remote Similarity	0.6111	NPC476278
Remote Similarity	0.6107	NPC329375
Remote Similarity	0.6099	NPC5932
Remote Similarity	0.6096	NPC250476
Remote Similarity	0.6095	NPC137627
Remote Similarity	0.609	NPC143516
Remote Similarity	0.609	NPC211551
Remote Similarity	0.6087	NPC87069
Remote Similarity	0.6087	NPC476268
Remote Similarity	0.6074	NPC473676
Remote Similarity	0.6074	NPC469511
Remote Similarity	0.6071	NPC239357
Remote Similarity	0.6071	NPC470544
Remote Similarity	0.6071	NPC46009
Remote Similarity	0.6071	NPC40234
Remote Similarity	0.6069	NPC476260
Remote Similarity	0.6069	NPC476241
Remote Similarity	0.6067	NPC313663
Remote Similarity	0.6062	NPC473341
Remote Similarity	0.6058	NPC474314
Remote Similarity	0.6058	NPC234376
Remote Similarity	0.6056	NPC14950
Remote Similarity	0.6054	NPC319766
Remote Similarity	0.6053	NPC471265
Remote Similarity	0.6053	NPC471264
Remote Similarity	0.6053	NPC43755
Remote Similarity	0.6047	NPC289201
Remote Similarity	0.6047	NPC33168
Remote Similarity	0.6045	NPC37115
Remote Similarity	0.6045	NPC477251
Remote Similarity	0.6043	NPC33742
Remote Similarity	0.604	NPC157311
Remote Similarity	0.6036	NPC230611
Remote Similarity	0.6032	NPC119631
Remote Similarity	0.6029	NPC158854
Remote Similarity	0.6028	NPC470545
Remote Similarity	0.6027	NPC476125
Remote Similarity	0.6027	NPC476179
Remote Similarity	0.6026	NPC471680
Remote Similarity	0.6026	NPC266425
Remote Similarity	0.6016	NPC5472
Remote Similarity	0.6014	NPC265002
Remote Similarity	0.6013	NPC246412
Remote Similarity	0.6013	NPC242159
Remote Similarity	0.6013	NPC477557
Remote Similarity	0.6013	NPC313694
Remote Similarity	0.6013	NPC137172
Remote Similarity	0.6013	NPC145446
Remote Similarity	0.6	NPC303611
Remote Similarity	0.6	NPC273755
Remote Similarity	0.6	NPC117180
Remote Similarity	0.6	NPC306804
Remote Similarity	0.6	NPC161069
Remote Similarity	0.6	NPC475465
Remote Similarity	0.6	NPC290515
Remote Similarity	0.6	NPC474082

Drug Structure

NPD2079 OpenBabel08211701392D 24 26 0 0 1 0 0 0 0 0999 V2000 3.6527 0.4296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0649 -0.3795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2460 1.3431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 -0.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2514 1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.0933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5759 2.5227 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -1.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5522 2.0704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0475 -1.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 18 1 0 0 0 0 8 22 1 0 0 0 0 9 22 1 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 13 10 1 6 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 21 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009292
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	338.10
ALogP	-0.9812
MLogP	2.45
XLogP	2.006
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	62.24
RO5 Violation	0