NPASS drugs

Drug Information

Drug ID:	NPD5677
Drug Name:	KB-5492
Molecular Formula:	C23H30N2O6
Canonical SMILES:	COc1ccc(cc1)OC(=O)CN1CCN(CC1)Cc1cc(OC)c(c(c1)OC)OC
Standard InCHI:	InChI=1S/C23H30N2O6/c1-27-18-5-7-19(8-6-18)31-22(26)16-25-11-9-24(10-12-25)15-17-13-20(28-2)23(30-4)21(14-17)29-3/h5-8,13-14H,9-12,15-16H2,1-4H3
Standard InCHIKey:	RVYZAZTXLLAVGZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5677

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	213
0.1-0.2	1206
0.2-0.3	5600
0.3-0.4	7749
0.4-0.5	3944
0.5-0.6	7107
0.6-0.7	4603
0.7-0.8	465
0.8-0.85	3
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	0.828	NPC110337
Intermediate Similarity	0.8012	NPC329640
Intermediate Similarity	0.8	NPC473934
Intermediate Similarity	0.7977	NPC293093
Intermediate Similarity	0.7965	NPC232386
Intermediate Similarity	0.7965	NPC152680
Intermediate Similarity	0.7965	NPC190783
Intermediate Similarity	0.7838	NPC473660
Intermediate Similarity	0.7829	NPC172403
Intermediate Similarity	0.7803	NPC276890
Intermediate Similarity	0.7803	NPC227060
Intermediate Similarity	0.7803	NPC198498
Intermediate Similarity	0.7803	NPC76682
Intermediate Similarity	0.7803	NPC10908
Intermediate Similarity	0.7803	NPC115284
Intermediate Similarity	0.7803	NPC317145
Intermediate Similarity	0.7803	NPC317439
Intermediate Similarity	0.7803	NPC63646
Intermediate Similarity	0.7791	NPC204908
Intermediate Similarity	0.7791	NPC83198
Intermediate Similarity	0.7778	NPC474858
Intermediate Similarity	0.7778	NPC329717
Intermediate Similarity	0.7759	NPC129518
Intermediate Similarity	0.7759	NPC41376
Intermediate Similarity	0.7759	NPC251580
Intermediate Similarity	0.7759	NPC12424
Intermediate Similarity	0.7707	NPC474600
Intermediate Similarity	0.7688	NPC213206
Intermediate Similarity	0.7688	NPC474915
Intermediate Similarity	0.7688	NPC188163
Intermediate Similarity	0.7688	NPC328750
Intermediate Similarity	0.7667	NPC212237
Intermediate Similarity	0.7667	NPC116465
Intermediate Similarity	0.7665	NPC475557
Intermediate Similarity	0.765	NPC471563
Intermediate Similarity	0.7625	NPC314682
Intermediate Similarity	0.761	NPC286843
Intermediate Similarity	0.7598	NPC299990
Intermediate Similarity	0.7598	NPC73492
Intermediate Similarity	0.7597	NPC194841
Intermediate Similarity	0.7584	NPC243454
Intermediate Similarity	0.7584	NPC220961
Intermediate Similarity	0.7584	NPC475479
Intermediate Similarity	0.7576	NPC59907
Intermediate Similarity	0.7576	NPC37144
Intermediate Similarity	0.7572	NPC264850
Intermediate Similarity	0.7572	NPC13916
Intermediate Similarity	0.7569	NPC14507
Intermediate Similarity	0.7569	NPC47077
Intermediate Similarity	0.7557	NPC329992
Intermediate Similarity	0.7548	NPC474651
Intermediate Similarity	0.7548	NPC474623
Intermediate Similarity	0.7548	NPC210674
Intermediate Similarity	0.7547	NPC224941
Intermediate Similarity	0.7547	NPC234865
Intermediate Similarity	0.7547	NPC311430
Intermediate Similarity	0.7542	NPC195538
Intermediate Similarity	0.7542	NPC286119
Intermediate Similarity	0.7542	NPC239584
Intermediate Similarity	0.7541	NPC475597
Intermediate Similarity	0.7541	NPC473716
Intermediate Similarity	0.7514	NPC16357
Intermediate Similarity	0.7514	NPC95426
Intermediate Similarity	0.7514	NPC302245
Intermediate Similarity	0.7514	NPC24465
Intermediate Similarity	0.75	NPC239824
Intermediate Similarity	0.75	NPC258657
Intermediate Similarity	0.75	NPC182052
Intermediate Similarity	0.75	NPC476202
Intermediate Similarity	0.75	NPC279228
Intermediate Similarity	0.75	NPC30779
Intermediate Similarity	0.75	NPC290005
Intermediate Similarity	0.75	NPC290582
Intermediate Similarity	0.75	NPC328155
Intermediate Similarity	0.75	NPC8836
Intermediate Similarity	0.75	NPC251735
Intermediate Similarity	0.75	NPC160193
Intermediate Similarity	0.75	NPC42663
Intermediate Similarity	0.75	NPC90998
Intermediate Similarity	0.75	NPC49075
Intermediate Similarity	0.75	NPC7715
Intermediate Similarity	0.75	NPC311973
Intermediate Similarity	0.75	NPC217748
Intermediate Similarity	0.75	NPC271013
Intermediate Similarity	0.75	NPC54654
Intermediate Similarity	0.75	NPC223690
Intermediate Similarity	0.75	NPC181796
Intermediate Similarity	0.75	NPC185639
Intermediate Similarity	0.75	NPC104196
Intermediate Similarity	0.75	NPC15414
Intermediate Similarity	0.75	NPC229373
Intermediate Similarity	0.75	NPC285931
Intermediate Similarity	0.75	NPC222661
Intermediate Similarity	0.7485	NPC476567
Intermediate Similarity	0.7485	NPC136860
Intermediate Similarity	0.7485	NPC128019
Intermediate Similarity	0.7473	NPC65312
Intermediate Similarity	0.7473	NPC139783
Intermediate Similarity	0.7471	NPC25084
Intermediate Similarity	0.7471	NPC247639
Intermediate Similarity	0.747	NPC475959
Intermediate Similarity	0.746	NPC2173
Intermediate Similarity	0.746	NPC202771
Intermediate Similarity	0.746	NPC328700
Intermediate Similarity	0.746	NPC119818
Intermediate Similarity	0.7459	NPC302275
Intermediate Similarity	0.7459	NPC167116
Intermediate Similarity	0.7459	NPC254441
Intermediate Similarity	0.7459	NPC274716
Intermediate Similarity	0.7452	NPC307042
Intermediate Similarity	0.7452	NPC476399
Intermediate Similarity	0.7452	NPC79184
Intermediate Similarity	0.7432	NPC29531
Intermediate Similarity	0.7432	NPC22115
Intermediate Similarity	0.7432	NPC275680
Intermediate Similarity	0.743	NPC329816
Intermediate Similarity	0.7427	NPC476572
Intermediate Similarity	0.7421	NPC233018
Intermediate Similarity	0.7421	NPC36437
Intermediate Similarity	0.7421	NPC241341
Intermediate Similarity	0.7418	NPC249996
Intermediate Similarity	0.741	NPC16107
Intermediate Similarity	0.741	NPC476144
Intermediate Similarity	0.741	NPC51957
Intermediate Similarity	0.741	NPC106295
Intermediate Similarity	0.741	NPC210437
Intermediate Similarity	0.7401	NPC149090
Intermediate Similarity	0.7401	NPC10871
Intermediate Similarity	0.7401	NPC19520
Intermediate Similarity	0.7394	NPC185838
Intermediate Similarity	0.7391	NPC113236
Intermediate Similarity	0.7391	NPC281581
Intermediate Similarity	0.7391	NPC214036
Intermediate Similarity	0.7384	NPC59028
Intermediate Similarity	0.7384	NPC92191
Intermediate Similarity	0.7375	NPC309953
Intermediate Similarity	0.7374	NPC241704
Intermediate Similarity	0.7374	NPC474470
Intermediate Similarity	0.7372	NPC474670
Intermediate Similarity	0.7365	NPC147390
Intermediate Similarity	0.7365	NPC135538
Intermediate Similarity	0.7365	NPC24233
Intermediate Similarity	0.7365	NPC476571
Intermediate Similarity	0.7365	NPC7467
Intermediate Similarity	0.7365	NPC428
Intermediate Similarity	0.7365	NPC246587
Intermediate Similarity	0.7358	NPC5423
Intermediate Similarity	0.7358	NPC245120
Intermediate Similarity	0.7358	NPC137669
Intermediate Similarity	0.7358	NPC319969
Intermediate Similarity	0.7348	NPC473562
Intermediate Similarity	0.7345	NPC75958
Intermediate Similarity	0.7342	NPC240722
Intermediate Similarity	0.7342	NPC244799
Intermediate Similarity	0.734	NPC46744
Intermediate Similarity	0.734	NPC124302
Intermediate Similarity	0.734	NPC14622
Intermediate Similarity	0.734	NPC70290
Intermediate Similarity	0.734	NPC73020
Intermediate Similarity	0.734	NPC83019
Intermediate Similarity	0.734	NPC215098
Intermediate Similarity	0.7337	NPC237579
Intermediate Similarity	0.733	NPC204947
Intermediate Similarity	0.733	NPC474324
Intermediate Similarity	0.733	NPC57812
Intermediate Similarity	0.7326	NPC129603
Intermediate Similarity	0.7325	NPC474616
Intermediate Similarity	0.7321	NPC182119
Intermediate Similarity	0.7312	NPC24260
Intermediate Similarity	0.731	NPC325871
Intermediate Similarity	0.731	NPC99659
Intermediate Similarity	0.7308	NPC127604
Intermediate Similarity	0.7305	NPC179825
Intermediate Similarity	0.7305	NPC476151
Intermediate Similarity	0.7305	NPC191376
Intermediate Similarity	0.7305	NPC277857
Intermediate Similarity	0.7305	NPC321505
Intermediate Similarity	0.7305	NPC115144
Intermediate Similarity	0.7303	NPC239775
Intermediate Similarity	0.7301	NPC270256
Intermediate Similarity	0.7297	NPC48490
Intermediate Similarity	0.7297	NPC175890
Intermediate Similarity	0.7297	NPC274661
Intermediate Similarity	0.7297	NPC206900
Intermediate Similarity	0.7297	NPC82457
Intermediate Similarity	0.7297	NPC11296
Intermediate Similarity	0.7293	NPC244554
Intermediate Similarity	0.7293	NPC32154
Intermediate Similarity	0.7288	NPC475845
Intermediate Similarity	0.7287	NPC204580
Intermediate Similarity	0.7278	NPC27239
Intermediate Similarity	0.7278	NPC262641
Intermediate Similarity	0.7278	NPC123127
Intermediate Similarity	0.7273	NPC256124
Intermediate Similarity	0.7267	NPC11147
Intermediate Similarity	0.7267	NPC111635
Intermediate Similarity	0.7267	NPC309744
Intermediate Similarity	0.7263	NPC72788
Intermediate Similarity	0.7263	NPC2314
Intermediate Similarity	0.7263	NPC120671

Drug Structure

NPD5677 OpenBabel08211708292D 31 33 0 0 0 0 0 0 0 0999 V2000 11.2583 -2.5000 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 -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 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 0.5000 0.0000 C 0 0 0 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -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 0.8660 -1.5000 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 6.0622 0.5000 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 10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 29 1 0 0 0 0 4 30 1 0 0 0 0 5 7 1 0 0 0 0 5 18 2 0 0 0 0 6 8 2 0 0 0 0 6 18 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 24 1 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 25 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 14 21 2 0 0 0 0 15 17 1 0 0 0 0 15 24 1 0 0 0 0 16 22 1 0 0 0 0 16 25 1 0 0 0 0 18 27 1 0 0 0 0 19 31 1 0 0 0 0 20 23 2 0 0 0 0 20 28 1 0 0 0 0 21 23 1 0 0 0 0 21 29 1 0 0 0 0 22 26 2 0 0 0 0 22 31 1 0 0 0 0 23 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016349
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	430.21
ALogP	-0.4157
MLogP	3.11
XLogP	2.24
HDA	3
HBD	0
Rotatable Bonds	14
TPSA	69.7
RO5 Violation	0