NPASS drugs

Drug Information

Drug ID:	NPD5545
Drug Name:	Capeserod
Molecular Formula:	C23H25ClN4O4
Canonical SMILES:	Nc1c(Cl)cc(c2c1OCCO2)c1nn(c(=O)o1)C1CCN(CC1)CCc1ccccc1
Standard InCHI:	InChI=1S/C23H25ClN4O4/c24-18-14-17(20-21(19(18)25)31-13-12-30-20)22-26-28(23(29)32-22)16-7-10-27(11-8-16)9-6-15-4-2-1-3-5-15/h1-5,14,16H,6-13,25H2
Standard InCHIKey:	MDBNTXARNGRHEV-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5545

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	390
0.1-0.2	2453
0.2-0.3	10164
0.3-0.4	4155
0.4-0.5	11447
0.5-0.6	2196
0.6-0.7	85
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	0.6652	NPC473422
Remote Similarity	0.6636	NPC272706
Remote Similarity	0.6498	NPC232872
Remote Similarity	0.6388	NPC473460
Remote Similarity	0.6336	NPC471532
Remote Similarity	0.6269	NPC313627
Remote Similarity	0.6267	NPC161804
Remote Similarity	0.6261	NPC274268
Remote Similarity	0.625	NPC168250
Remote Similarity	0.6239	NPC98197
Remote Similarity	0.6239	NPC220961
Remote Similarity	0.6218	NPC108826
Remote Similarity	0.6208	NPC71539
Remote Similarity	0.6208	NPC250960
Remote Similarity	0.6205	NPC302001
Remote Similarity	0.6199	NPC249996
Remote Similarity	0.6188	NPC28510
Remote Similarity	0.6176	NPC51957
Remote Similarity	0.6176	NPC106295
Remote Similarity	0.6176	NPC210437
Remote Similarity	0.6176	NPC16107
Remote Similarity	0.6176	NPC476144
Remote Similarity	0.6171	NPC217294
Remote Similarity	0.6161	NPC473716
Remote Similarity	0.6161	NPC294244
Remote Similarity	0.6161	NPC475597
Remote Similarity	0.616	NPC471531
Remote Similarity	0.6146	NPC7467
Remote Similarity	0.6143	NPC237579
Remote Similarity	0.6137	NPC329329
Remote Similarity	0.6137	NPC317709
Remote Similarity	0.6132	NPC266994
Remote Similarity	0.6126	NPC469830
Remote Similarity	0.6124	NPC138487
Remote Similarity	0.6124	NPC216459
Remote Similarity	0.6124	NPC41178
Remote Similarity	0.6118	NPC316297
Remote Similarity	0.6118	NPC66191
Remote Similarity	0.6118	NPC314817
Remote Similarity	0.6111	NPC471561
Remote Similarity	0.6109	NPC476202
Remote Similarity	0.6101	NPC287152
Remote Similarity	0.6095	NPC31311
Remote Similarity	0.6095	NPC146288
Remote Similarity	0.6095	NPC234392
Remote Similarity	0.6091	NPC475479
Remote Similarity	0.6091	NPC243454
Remote Similarity	0.6085	NPC219664
Remote Similarity	0.6083	NPC198498
Remote Similarity	0.6083	NPC317145
Remote Similarity	0.6083	NPC10908
Remote Similarity	0.6083	NPC63646
Remote Similarity	0.6083	NPC227060
Remote Similarity	0.6083	NPC317439
Remote Similarity	0.6083	NPC76682
Remote Similarity	0.6083	NPC115284
Remote Similarity	0.6083	NPC276890
Remote Similarity	0.6082	NPC74216
Remote Similarity	0.6073	NPC293093
Remote Similarity	0.6063	NPC195538
Remote Similarity	0.6063	NPC239584
Remote Similarity	0.6058	NPC476568
Remote Similarity	0.6055	NPC12424
Remote Similarity	0.6055	NPC251580
Remote Similarity	0.6055	NPC129518
Remote Similarity	0.6055	NPC41376
Remote Similarity	0.6053	NPC472191
Remote Similarity	0.6048	NPC93593
Remote Similarity	0.6044	NPC281581
Remote Similarity	0.6043	NPC127178
Remote Similarity	0.6038	NPC216816
Remote Similarity	0.6036	NPC73492
Remote Similarity	0.6036	NPC299990
Remote Similarity	0.6035	NPC85381
Remote Similarity	0.6034	NPC159101
Remote Similarity	0.6034	NPC203168
Remote Similarity	0.6032	NPC476999
Remote Similarity	0.6031	NPC56271
Remote Similarity	0.603	NPC323858
Remote Similarity	0.6028	NPC475393
Remote Similarity	0.6019	NPC247639
Remote Similarity	0.6019	NPC25084
Remote Similarity	0.6009	NPC470484
Remote Similarity	0.6	NPC26928
Remote Similarity	0.6	NPC168409
Remote Similarity	0.5992	NPC49583
Remote Similarity	0.5991	NPC311357
Remote Similarity	0.5991	NPC469829
Remote Similarity	0.5991	NPC241055
Remote Similarity	0.5991	NPC78284
Remote Similarity	0.5991	NPC179704
Remote Similarity	0.5982	NPC2314
Remote Similarity	0.5982	NPC228040
Remote Similarity	0.5982	NPC285941
Remote Similarity	0.598	NPC476567
Remote Similarity	0.598	NPC136860
Remote Similarity	0.598	NPC128019
Remote Similarity	0.5977	NPC329480
Remote Similarity	0.5976	NPC13249
Remote Similarity	0.5976	NPC248903
Remote Similarity	0.5974	NPC475654
Remote Similarity	0.5972	NPC110416
Remote Similarity	0.5972	NPC276588
Remote Similarity	0.5972	NPC469817
Remote Similarity	0.5972	NPC54379
Remote Similarity	0.5972	NPC295691
Remote Similarity	0.5972	NPC184026
Remote Similarity	0.5972	NPC5238
Remote Similarity	0.5972	NPC172765
Remote Similarity	0.5972	NPC127674
Remote Similarity	0.5972	NPC278799
Remote Similarity	0.5972	NPC204828
Remote Similarity	0.5972	NPC249797
Remote Similarity	0.5972	NPC189266
Remote Similarity	0.5972	NPC207757
Remote Similarity	0.5972	NPC193949
Remote Similarity	0.5972	NPC39701
Remote Similarity	0.5972	NPC2413
Remote Similarity	0.5967	NPC99724
Remote Similarity	0.5966	NPC159815
Remote Similarity	0.5961	NPC188163
Remote Similarity	0.5961	NPC213206
Remote Similarity	0.5961	NPC474915
Remote Similarity	0.5961	NPC328750
Remote Similarity	0.5959	NPC231924
Remote Similarity	0.5956	NPC477186
Remote Similarity	0.5955	NPC49353
Remote Similarity	0.5948	NPC31930
Remote Similarity	0.5945	NPC310894
Remote Similarity	0.5943	NPC180756
Remote Similarity	0.5943	NPC323443
Remote Similarity	0.5943	NPC148124
Remote Similarity	0.5939	NPC162653
Remote Similarity	0.5939	NPC477258
Remote Similarity	0.5936	NPC473432
Remote Similarity	0.5931	NPC212163
Remote Similarity	0.5928	NPC241704
Remote Similarity	0.5927	NPC470821
Remote Similarity	0.5927	NPC477397
Remote Similarity	0.5926	NPC238530
Remote Similarity	0.5926	NPC232514
Remote Similarity	0.5926	NPC276944
Remote Similarity	0.5926	NPC231198
Remote Similarity	0.5923	NPC66815
Remote Similarity	0.5922	NPC130926
Remote Similarity	0.5917	NPC225381
Remote Similarity	0.5917	NPC83198
Remote Similarity	0.5917	NPC204908
Remote Similarity	0.5915	NPC476572
Remote Similarity	0.5913	NPC475959
Remote Similarity	0.5913	NPC234318
Remote Similarity	0.5911	NPC314682
Remote Similarity	0.5911	NPC477837
Remote Similarity	0.5911	NPC302245
Remote Similarity	0.5911	NPC16357
Remote Similarity	0.5911	NPC477838
Remote Similarity	0.5911	NPC95426
Remote Similarity	0.5909	NPC127082
Remote Similarity	0.5909	NPC232386
Remote Similarity	0.5909	NPC152680
Remote Similarity	0.5909	NPC190783
Remote Similarity	0.5907	NPC475133
Remote Similarity	0.5905	NPC81733
Remote Similarity	0.5905	NPC326316
Remote Similarity	0.5905	NPC242728
Remote Similarity	0.5903	NPC274661
Remote Similarity	0.5903	NPC48490
Remote Similarity	0.5903	NPC175890
Remote Similarity	0.5903	NPC82457
Remote Similarity	0.5903	NPC11296
Remote Similarity	0.5901	NPC260118
Remote Similarity	0.5901	NPC190461
Remote Similarity	0.5899	NPC13916
Remote Similarity	0.5899	NPC264850
Remote Similarity	0.5898	NPC228206
Remote Similarity	0.5896	NPC80129
Remote Similarity	0.5896	NPC187022
Remote Similarity	0.5895	NPC471113
Remote Similarity	0.5895	NPC256124
Remote Similarity	0.5893	NPC181796
Remote Similarity	0.5893	NPC290005
Remote Similarity	0.5893	NPC328155
Remote Similarity	0.5893	NPC7715
Remote Similarity	0.5893	NPC285931
Remote Similarity	0.5893	NPC276060
Remote Similarity	0.5893	NPC271013
Remote Similarity	0.5893	NPC290582
Remote Similarity	0.5893	NPC473007
Remote Similarity	0.5893	NPC90998
Remote Similarity	0.5893	NPC249405
Remote Similarity	0.5893	NPC15414
Remote Similarity	0.5893	NPC222661
Remote Similarity	0.5893	NPC54654
Remote Similarity	0.5893	NPC182052
Remote Similarity	0.5893	NPC42663
Remote Similarity	0.5893	NPC223690
Remote Similarity	0.5893	NPC185639
Remote Similarity	0.5893	NPC311973
Remote Similarity	0.5893	NPC104196
Remote Similarity	0.5893	NPC258657

Drug Structure

NPD5545 OpenBabel08211708292D 34 38 0 0 0 0 0 0 0 0999 V2000 7.5494 -0.0773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1427 -0.9909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9617 0.7317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1482 -1.0954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9671 0.6272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5659 -0.3909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9781 0.4181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3958 1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5768 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5604 -0.2864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 3.3364 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 2.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9836 0.3136 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 -1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 3.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 1.8364 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 15 2 0 0 0 0 5 15 1 0 0 0 0 6 9 1 0 0 0 0 6 15 1 0 0 0 0 7 10 1 0 0 0 0 7 16 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 27 1 0 0 0 0 10 27 1 0 0 0 0 11 27 1 0 0 0 0 12 13 1 0 0 0 0 12 30 1 0 0 0 0 13 31 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 16 28 1 0 0 0 0 17 20 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 0 0 0 0 18 24 1 0 0 0 0 19 21 1 0 0 0 0 19 25 1 0 0 0 0 20 21 2 0 0 0 0 20 30 1 0 0 0 0 21 31 1 0 0 0 0 22 26 2 0 0 0 0 22 32 1 0 0 0 0 23 28 1 0 0 0 0 23 29 2 0 0 0 0 23 32 1 0 0 0 0 25 33 1 0 0 0 0 25 34 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001341
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9805719
ChEBI
CAS Number

Drug Properties

Molecular Weight	456.16
ALogP	-0.6627
MLogP	3
XLogP	4.659
HDA	6
HBD	1
Rotatable Bonds	7
TPSA	89.62
RO5 Violation	0