NPASS drugs

Drug Information

Drug ID:	NPD5910
Drug Name:
Molecular Formula:	C24H27ClN2O3
Canonical SMILES:	Clc1ccc2c(c1)O[C@H](CO2)CNCC1C[C@@H]2CC[C@H](C1)N2C(=O)c1ccccc1
Standard InCHI:	InChI=1S/C24H27ClN2O3/c25-18-6-9-22-23(12-18)30-21(15-29-22)14-26-13-16-10-19-7-8-20(11-16)27(19)24(28)17-4-2-1-3-5-17/h1-6,9,12,16,19-21,26H,7-8,10-11,13-15H2/t16?,19-,20+,21-/m0/s1
Standard InCHIKey:	VDQJQKSTXHXBME-DTHFOOOUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5910

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	253
0.1-0.2	1342
0.2-0.3	6446
0.3-0.4	6206
0.4-0.5	6871
0.5-0.6	9163
0.6-0.7	603
0.7-0.8	6
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	0.7135	NPC266425
Intermediate Similarity	0.7083	NPC222524
Intermediate Similarity	0.705	NPC477258
Intermediate Similarity	0.7021	NPC471651
Intermediate Similarity	0.7005	NPC477259
Intermediate Similarity	0.7005	NPC169387
Remote Similarity	0.6984	NPC474858
Remote Similarity	0.6891	NPC329992
Remote Similarity	0.6818	NPC116007
Remote Similarity	0.68	NPC208890
Remote Similarity	0.6791	NPC133817
Remote Similarity	0.6791	NPC476443
Remote Similarity	0.6774	NPC471649
Remote Similarity	0.6772	NPC158900
Remote Similarity	0.6765	NPC24228
Remote Similarity	0.6757	NPC119669
Remote Similarity	0.6734	NPC83511
Remote Similarity	0.6721	NPC223873
Remote Similarity	0.6717	NPC473562
Remote Similarity	0.6716	NPC283207
Remote Similarity	0.6702	NPC475393
Remote Similarity	0.6701	NPC329816
Remote Similarity	0.6701	NPC121400
Remote Similarity	0.6685	NPC216149
Remote Similarity	0.6685	NPC225745
Remote Similarity	0.6685	NPC208170
Remote Similarity	0.6684	NPC470708
Remote Similarity	0.6683	NPC102760
Remote Similarity	0.6683	NPC473007
Remote Similarity	0.6667	NPC314659
Remote Similarity	0.6667	NPC27887
Remote Similarity	0.6667	NPC471650
Remote Similarity	0.665	NPC215098
Remote Similarity	0.665	NPC124302
Remote Similarity	0.665	NPC46744
Remote Similarity	0.665	NPC35680
Remote Similarity	0.665	NPC73020
Remote Similarity	0.665	NPC70290
Remote Similarity	0.665	NPC14622
Remote Similarity	0.6649	NPC80129
Remote Similarity	0.6649	NPC187022
Remote Similarity	0.6629	NPC99078
Remote Similarity	0.6616	NPC197335
Remote Similarity	0.6603	NPC119818
Remote Similarity	0.6603	NPC202771
Remote Similarity	0.6603	NPC2173
Remote Similarity	0.6603	NPC328700
Remote Similarity	0.66	NPC235194
Remote Similarity	0.6597	NPC26353
Remote Similarity	0.6595	NPC214239
Remote Similarity	0.6592	NPC220923
Remote Similarity	0.6592	NPC470707
Remote Similarity	0.6592	NPC252107
Remote Similarity	0.6587	NPC314100
Remote Similarity	0.6587	NPC226652
Remote Similarity	0.6587	NPC72788
Remote Similarity	0.6587	NPC120671
Remote Similarity	0.6585	NPC469815
Remote Similarity	0.6585	NPC469816
Remote Similarity	0.658	NPC231198
Remote Similarity	0.658	NPC35345
Remote Similarity	0.6573	NPC136330
Remote Similarity	0.6573	NPC255817
Remote Similarity	0.6573	NPC251454
Remote Similarity	0.6573	NPC277042
Remote Similarity	0.6573	NPC196609
Remote Similarity	0.6573	NPC230698
Remote Similarity	0.6573	NPC180647
Remote Similarity	0.6573	NPC205178
Remote Similarity	0.6573	NPC73883
Remote Similarity	0.657	NPC71124
Remote Similarity	0.6562	NPC153631
Remote Similarity	0.6553	NPC125924
Remote Similarity	0.6552	NPC473008
Remote Similarity	0.6552	NPC141440
Remote Similarity	0.6545	NPC329640
Remote Similarity	0.6544	NPC38964
Remote Similarity	0.6541	NPC253883
Remote Similarity	0.6541	NPC95075
Remote Similarity	0.6541	NPC90844
Remote Similarity	0.654	NPC268077
Remote Similarity	0.6538	NPC5374
Remote Similarity	0.6536	NPC469808
Remote Similarity	0.6522	NPC469978
Remote Similarity	0.6517	NPC167096
Remote Similarity	0.6513	NPC284842
Remote Similarity	0.651	NPC135006
Remote Similarity	0.6505	NPC264938
Remote Similarity	0.6505	NPC7467
Remote Similarity	0.6505	NPC230313
Remote Similarity	0.65	NPC28641
Remote Similarity	0.65	NPC194359
Remote Similarity	0.65	NPC220961
Remote Similarity	0.6497	NPC67978
Remote Similarity	0.6497	NPC303581
Remote Similarity	0.6497	NPC118419
Remote Similarity	0.6493	NPC207971
Remote Similarity	0.649	NPC100863
Remote Similarity	0.6484	NPC204546
Remote Similarity	0.6484	NPC26589
Remote Similarity	0.6484	NPC82056
Remote Similarity	0.6484	NPC473444
Remote Similarity	0.6482	NPC283810
Remote Similarity	0.6479	NPC478075
Remote Similarity	0.6477	NPC254700
Remote Similarity	0.6477	NPC469479
Remote Similarity	0.6471	NPC469540
Remote Similarity	0.6471	NPC470088
Remote Similarity	0.6471	NPC207824
Remote Similarity	0.6471	NPC237579
Remote Similarity	0.6471	NPC60538
Remote Similarity	0.6471	NPC219162
Remote Similarity	0.6471	NPC469539
Remote Similarity	0.6453	NPC214629
Remote Similarity	0.6452	NPC51957
Remote Similarity	0.6452	NPC16107
Remote Similarity	0.6452	NPC210437
Remote Similarity	0.6452	NPC476144
Remote Similarity	0.6452	NPC106295
Remote Similarity	0.6447	NPC164608
Remote Similarity	0.6443	NPC476569
Remote Similarity	0.6443	NPC233650
Remote Similarity	0.644	NPC25084
Remote Similarity	0.644	NPC247639
Remote Similarity	0.644	NPC146288
Remote Similarity	0.6436	NPC315542
Remote Similarity	0.6432	NPC471646
Remote Similarity	0.6432	NPC308267
Remote Similarity	0.6432	NPC471647
Remote Similarity	0.6429	NPC314682
Remote Similarity	0.6422	NPC162694
Remote Similarity	0.6422	NPC124626
Remote Similarity	0.6421	NPC477564
Remote Similarity	0.6421	NPC2295
Remote Similarity	0.6418	NPC243454
Remote Similarity	0.6418	NPC267408
Remote Similarity	0.6418	NPC475479
Remote Similarity	0.6414	NPC475215
Remote Similarity	0.6414	NPC227683
Remote Similarity	0.6414	NPC108434
Remote Similarity	0.6413	NPC136860
Remote Similarity	0.6413	NPC128019
Remote Similarity	0.6413	NPC476567
Remote Similarity	0.641	NPC39103
Remote Similarity	0.641	NPC469505
Remote Similarity	0.641	NPC121275
Remote Similarity	0.641	NPC4138
Remote Similarity	0.641	NPC2770
Remote Similarity	0.641	NPC247972
Remote Similarity	0.641	NPC134858
Remote Similarity	0.641	NPC284183
Remote Similarity	0.6409	NPC248505
Remote Similarity	0.6409	NPC95366
Remote Similarity	0.6408	NPC475597
Remote Similarity	0.6408	NPC473716
Remote Similarity	0.6402	NPC76213
Remote Similarity	0.6402	NPC277669
Remote Similarity	0.6402	NPC476579
Remote Similarity	0.64	NPC241704
Remote Similarity	0.64	NPC85613
Remote Similarity	0.6396	NPC241055
Remote Similarity	0.6396	NPC86469
Remote Similarity	0.6396	NPC473748
Remote Similarity	0.6393	NPC474915
Remote Similarity	0.6393	NPC328750
Remote Similarity	0.6393	NPC213206
Remote Similarity	0.6393	NPC188163
Remote Similarity	0.6391	NPC3921
Remote Similarity	0.6389	NPC11147
Remote Similarity	0.6389	NPC96406
Remote Similarity	0.6387	NPC216459
Remote Similarity	0.6387	NPC41178
Remote Similarity	0.6387	NPC138487
Remote Similarity	0.6386	NPC239584
Remote Similarity	0.6382	NPC4669
Remote Similarity	0.6381	NPC267414
Remote Similarity	0.6378	NPC329717
Remote Similarity	0.6377	NPC254957
Remote Similarity	0.6374	NPC231572
Remote Similarity	0.6374	NPC160747
Remote Similarity	0.6369	NPC132308
Remote Similarity	0.6368	NPC203424
Remote Similarity	0.6368	NPC206372
Remote Similarity	0.6368	NPC26601
Remote Similarity	0.6368	NPC471073
Remote Similarity	0.6368	NPC270811
Remote Similarity	0.6364	NPC474708
Remote Similarity	0.6364	NPC313327
Remote Similarity	0.6364	NPC144863
Remote Similarity	0.6359	NPC326333
Remote Similarity	0.6359	NPC281581
Remote Similarity	0.6355	NPC138083
Remote Similarity	0.6354	NPC160931
Remote Similarity	0.6354	NPC170503
Remote Similarity	0.6354	NPC234392
Remote Similarity	0.6354	NPC137172
Remote Similarity	0.6354	NPC31311
Remote Similarity	0.6354	NPC145446
Remote Similarity	0.6354	NPC37205
Remote Similarity	0.6354	NPC203784

Drug Structure

NPD5910 OpenBabel08211708292D 31 35 0 0 1 0 0 0 0 0999 V2000 1.0130 0.2309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2040 0.8187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9085 -0.7636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7096 0.4119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0051 -1.1704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0988 1.2003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4877 0.9075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0755 0.0985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2898 1.7881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0629 0.0562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8256 -0.9936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0807 -0.2010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3825 -1.2401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3644 0.1611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6537 1.5624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1915 -0.6523 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8141 -0.5826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9943 0.2058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5367 0.5985 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4877 -0.7105 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5492 0.5679 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3763 1.3814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2717 0.3868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7277 -0.9893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8033 -0.3820 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.4689 -0.8334 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5367 -0.4015 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8322 -1.9838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5672 1.9691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3582 -0.0199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3401 -1.4212 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 17 2 0 0 0 0 5 17 1 0 0 0 0 6 9 2 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 9 22 1 0 0 0 0 10 16 1 0 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 11 20 1 0 0 0 0 12 18 2 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 21 1 0 0 0 0 15 29 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 7 1 1 0 0 0 19 27 1 0 0 0 0 20 8 1 1 0 0 0 20 27 1 0 0 0 0 21 14 1 1 0 0 0 21 30 1 0 0 0 0 22 23 2 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 27 1 0 0 0 0 24 28 2 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001002
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603722
ChEBI
CAS Number

Drug Properties

Molecular Weight	426.17
ALogP	-1.1064
MLogP	3.44
XLogP	5.151
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	50.8
RO5 Violation	1