NPASS drugs

Drug Information

Drug ID:	NPD5641
Drug Name:	FR-229934
Molecular Formula:	C23H28N4O6
Canonical SMILES:	OC=NC1CCC(CC1)Nc1ccc(cc1C(=NCc1ccc(c(c1)OC)OC)O)N(=O)=O
Standard InCHI:	InChI=1S/C23H28N4O6/c1-32-21-10-3-15(11-22(21)33-2)13-24-23(29)19-12-18(27(30)31)8-9-20(19)26-17-6-4-16(5-7-17)25-14-28/h3,8-12,14,16-17,26H,4-7,13H2,1-2H3,(H,24,29)(H,25,28)
Standard InCHIKey:	MRIQTVUMKSJNAT-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5641

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	274
0.1-0.2	1768
0.2-0.3	10155
0.3-0.4	2892
0.4-0.5	9375
0.5-0.6	5232
0.6-0.7	1154
0.7-0.8	40
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	0.7438	NPC471561
Intermediate Similarity	0.7306	NPC33902
Intermediate Similarity	0.7306	NPC276674
Intermediate Similarity	0.7295	NPC266931
Intermediate Similarity	0.7282	NPC471532
Intermediate Similarity	0.7263	NPC207824
Intermediate Similarity	0.7263	NPC60538
Intermediate Similarity	0.7231	NPC320088
Intermediate Similarity	0.7231	NPC477186
Intermediate Similarity	0.7225	NPC471531
Intermediate Similarity	0.7211	NPC285941
Intermediate Similarity	0.7198	NPC477564
Intermediate Similarity	0.7198	NPC2295
Intermediate Similarity	0.7192	NPC473460
Intermediate Similarity	0.7188	NPC260118
Intermediate Similarity	0.7182	NPC76213
Intermediate Similarity	0.7182	NPC277669
Intermediate Similarity	0.7174	NPC235628
Intermediate Similarity	0.715	NPC192939
Intermediate Similarity	0.715	NPC215747
Intermediate Similarity	0.7135	NPC265383
Intermediate Similarity	0.7105	NPC312872
Intermediate Similarity	0.7098	NPC190461
Intermediate Similarity	0.7077	NPC28425
Intermediate Similarity	0.7073	NPC473422
Intermediate Similarity	0.7062	NPC311936
Intermediate Similarity	0.7059	NPC24954
Intermediate Similarity	0.7047	NPC287588
Intermediate Similarity	0.7044	NPC25897
Intermediate Similarity	0.7037	NPC81247
Intermediate Similarity	0.7037	NPC476573
Intermediate Similarity	0.7037	NPC35627
Intermediate Similarity	0.703	NPC17677
Intermediate Similarity	0.7026	NPC179704
Intermediate Similarity	0.7026	NPC119579
Intermediate Similarity	0.7023	NPC280272
Intermediate Similarity	0.702	NPC474904
Intermediate Similarity	0.7015	NPC162653
Intermediate Similarity	0.7	NPC316981
Intermediate Similarity	0.7	NPC310894
Remote Similarity	0.6995	NPC476568
Remote Similarity	0.6995	NPC212163
Remote Similarity	0.6976	NPC199277
Remote Similarity	0.6976	NPC135887
Remote Similarity	0.6961	NPC476151
Remote Similarity	0.695	NPC195268
Remote Similarity	0.695	NPC133140
Remote Similarity	0.695	NPC79213
Remote Similarity	0.6944	NPC185838
Remote Similarity	0.6943	NPC192135
Remote Similarity	0.6943	NPC66341
Remote Similarity	0.6943	NPC477020
Remote Similarity	0.6935	NPC126519
Remote Similarity	0.6935	NPC296742
Remote Similarity	0.6935	NPC170503
Remote Similarity	0.6935	NPC203784
Remote Similarity	0.6927	NPC295676
Remote Similarity	0.6927	NPC69712
Remote Similarity	0.6927	NPC477562
Remote Similarity	0.6927	NPC26240
Remote Similarity	0.6923	NPC147390
Remote Similarity	0.6923	NPC476571
Remote Similarity	0.6923	NPC135538
Remote Similarity	0.6923	NPC24233
Remote Similarity	0.6923	NPC246587
Remote Similarity	0.6923	NPC428
Remote Similarity	0.6919	NPC10730
Remote Similarity	0.6919	NPC10875
Remote Similarity	0.6919	NPC219170
Remote Similarity	0.6919	NPC180253
Remote Similarity	0.6915	NPC78284
Remote Similarity	0.6904	NPC276060
Remote Similarity	0.6904	NPC249405
Remote Similarity	0.6895	NPC121275
Remote Similarity	0.6895	NPC284183
Remote Similarity	0.6895	NPC4138
Remote Similarity	0.6891	NPC473432
Remote Similarity	0.6891	NPC108434
Remote Similarity	0.6891	NPC475215
Remote Similarity	0.6889	NPC294249
Remote Similarity	0.6887	NPC162530
Remote Similarity	0.6885	NPC103379
Remote Similarity	0.6885	NPC477565
Remote Similarity	0.6884	NPC224293
Remote Similarity	0.6878	NPC127178
Remote Similarity	0.6875	NPC66573
Remote Similarity	0.6869	NPC204385
Remote Similarity	0.6868	NPC191376
Remote Similarity	0.6868	NPC179825
Remote Similarity	0.6868	NPC321505
Remote Similarity	0.685	NPC112676
Remote Similarity	0.685	NPC474059
Remote Similarity	0.685	NPC312531
Remote Similarity	0.6848	NPC13397
Remote Similarity	0.6845	NPC471489
Remote Similarity	0.6845	NPC37205
Remote Similarity	0.6845	NPC160931
Remote Similarity	0.6842	NPC301713
Remote Similarity	0.684	NPC112206
Remote Similarity	0.684	NPC202605
Remote Similarity	0.6839	NPC93882
Remote Similarity	0.6839	NPC130595
Remote Similarity	0.6839	NPC214869
Remote Similarity	0.6836	NPC253429
Remote Similarity	0.6834	NPC69213
Remote Similarity	0.6827	NPC244606
Remote Similarity	0.6827	NPC156728
Remote Similarity	0.6823	NPC471604
Remote Similarity	0.6816	NPC213206
Remote Similarity	0.6816	NPC474915
Remote Similarity	0.6816	NPC188163
Remote Similarity	0.6816	NPC328750
Remote Similarity	0.6802	NPC474507
Remote Similarity	0.6802	NPC172403
Remote Similarity	0.68	NPC22928
Remote Similarity	0.68	NPC313737
Remote Similarity	0.68	NPC6854
Remote Similarity	0.68	NPC285078
Remote Similarity	0.6791	NPC110416
Remote Similarity	0.6791	NPC204828
Remote Similarity	0.6791	NPC469817
Remote Similarity	0.6791	NPC172765
Remote Similarity	0.6791	NPC249797
Remote Similarity	0.6791	NPC193949
Remote Similarity	0.6791	NPC295691
Remote Similarity	0.6791	NPC127674
Remote Similarity	0.6791	NPC39701
Remote Similarity	0.6791	NPC276588
Remote Similarity	0.6791	NPC278799
Remote Similarity	0.6791	NPC187022
Remote Similarity	0.6791	NPC54379
Remote Similarity	0.6791	NPC80129
Remote Similarity	0.6791	NPC189266
Remote Similarity	0.6791	NPC184026
Remote Similarity	0.6791	NPC5238
Remote Similarity	0.6791	NPC2413
Remote Similarity	0.6791	NPC207757
Remote Similarity	0.6782	NPC114102
Remote Similarity	0.6782	NPC255550
Remote Similarity	0.6782	NPC308885
Remote Similarity	0.6774	NPC18614
Remote Similarity	0.6772	NPC216816
Remote Similarity	0.6761	NPC218530
Remote Similarity	0.6761	NPC119722
Remote Similarity	0.676	NPC477838
Remote Similarity	0.676	NPC314682
Remote Similarity	0.676	NPC477837
Remote Similarity	0.6759	NPC204446
Remote Similarity	0.6759	NPC173080
Remote Similarity	0.6757	NPC151895
Remote Similarity	0.6757	NPC97221
Remote Similarity	0.6757	NPC220858
Remote Similarity	0.6757	NPC88249
Remote Similarity	0.6757	NPC192768
Remote Similarity	0.6754	NPC475393
Remote Similarity	0.6753	NPC152212
Remote Similarity	0.6753	NPC109925
Remote Similarity	0.6751	NPC206201
Remote Similarity	0.6749	NPC307963
Remote Similarity	0.6749	NPC302001
Remote Similarity	0.6748	NPC476582
Remote Similarity	0.6748	NPC476578
Remote Similarity	0.6748	NPC4071
Remote Similarity	0.6746	NPC36229
Remote Similarity	0.6746	NPC476581
Remote Similarity	0.6746	NPC16452
Remote Similarity	0.6742	NPC193528
Remote Similarity	0.6737	NPC27410
Remote Similarity	0.6737	NPC166014
Remote Similarity	0.6734	NPC275132
Remote Similarity	0.6729	NPC471080
Remote Similarity	0.6729	NPC469592
Remote Similarity	0.6724	NPC35961
Remote Similarity	0.6724	NPC195749
Remote Similarity	0.6724	NPC52029
Remote Similarity	0.672	NPC52475
Remote Similarity	0.6716	NPC29472
Remote Similarity	0.6715	NPC315957
Remote Similarity	0.6714	NPC261388
Remote Similarity	0.6712	NPC118121
Remote Similarity	0.6705	NPC160692
Remote Similarity	0.6705	NPC186898
Remote Similarity	0.6701	NPC283810
Remote Similarity	0.6701	NPC173416
Remote Similarity	0.6701	NPC148709
Remote Similarity	0.6701	NPC476577
Remote Similarity	0.6701	NPC70092
Remote Similarity	0.67	NPC294244
Remote Similarity	0.67	NPC135772
Remote Similarity	0.6699	NPC223427
Remote Similarity	0.6699	NPC193906
Remote Similarity	0.6699	NPC23080
Remote Similarity	0.6685	NPC222039
Remote Similarity	0.6685	NPC106295
Remote Similarity	0.6685	NPC100478
Remote Similarity	0.6685	NPC51957
Remote Similarity	0.6685	NPC476144
Remote Similarity	0.6685	NPC210437
Remote Similarity	0.6685	NPC16107
Remote Similarity	0.6684	NPC72291

Drug Structure

NPD5641 OpenBabel08211708292D 36 38 0 0 1 0 0 0 0 0999 V2000 1.7321 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 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 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 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -6.0000 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 -7.7942 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 3 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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -7.5000 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 32 1 0 0 0 0 2 33 1 0 0 0 0 3 10 2 0 0 0 0 3 15 1 0 0 0 0 4 6 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 17 1 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 15 2 0 0 0 0 11 22 1 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 24 1 0 0 0 0 14 25 2 3 0 0 0 14 28 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 26 1 0 0 0 0 21 22 2 0 0 0 0 21 32 1 0 0 0 0 22 33 1 0 0 0 0 23 24 2 3 0 0 0 23 29 1 0 0 0 0 26 34 1 0 0 0 0 27 30 2 0 0 0 0 27 31 2 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004673
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	456.20
ALogP	-1.6735
MLogP	2.89
XLogP	4.348
HDA	5
HBD	3
Rotatable Bonds	14
TPSA	138.81
RO5 Violation	0