NPASS drugs

Drug Information

Drug ID:	NPD5525
Drug Name:
Molecular Formula:	C23H24N2O5
Canonical SMILES:	COc1ccc(cc1OC1CCCC1)C(N1C(=O)c2c(C1=O)cccc2)CC(=N)O
Standard InCHI:	InChI=1S/C23H24N2O5/c1-29-19-11-10-14(12-20(19)30-15-6-2-3-7-15)18(13-21(24)26)25-22(27)16-8-4-5-9-17(16)23(25)28/h4-5,8-12,15,18H,2-3,6-7,13H2,1H3,(H2,24,26)
Standard InCHIKey:	DDYUBCCTNHWSQM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5525

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	192
0.1-0.2	1047
0.2-0.3	3388
0.3-0.4	8927
0.4-0.5	3064
0.5-0.6	10447
0.6-0.7	3509
0.7-0.8	316
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	0.788	NPC222524
Intermediate Similarity	0.7812	NPC477258
Intermediate Similarity	0.7807	NPC102760
Intermediate Similarity	0.7778	NPC477259
Intermediate Similarity	0.7778	NPC169387
Intermediate Similarity	0.7772	NPC24228
Intermediate Similarity	0.7771	NPC119669
Intermediate Similarity	0.7765	NPC135006
Intermediate Similarity	0.776	NPC164608
Intermediate Similarity	0.7737	NPC283207
Intermediate Similarity	0.7722	NPC153631
Intermediate Similarity	0.7713	NPC138083
Intermediate Similarity	0.7672	NPC116007
Intermediate Similarity	0.7637	NPC231198
Intermediate Similarity	0.7634	NPC308267
Intermediate Similarity	0.7622	NPC303581
Intermediate Similarity	0.7622	NPC67978
Intermediate Similarity	0.761	NPC313327
Intermediate Similarity	0.7609	NPC86469
Intermediate Similarity	0.7606	NPC27887
Intermediate Similarity	0.7606	NPC99723
Intermediate Similarity	0.7594	NPC32064
Intermediate Similarity	0.7592	NPC471650
Intermediate Similarity	0.7579	NPC83511
Intermediate Similarity	0.7579	NPC276120
Intermediate Similarity	0.7565	NPC226708
Intermediate Similarity	0.7554	NPC284842
Intermediate Similarity	0.7553	NPC121400
Intermediate Similarity	0.7552	NPC208890
Intermediate Similarity	0.7526	NPC94499
Intermediate Similarity	0.75	NPC162694
Intermediate Similarity	0.75	NPC35680
Intermediate Similarity	0.7487	NPC469816
Intermediate Similarity	0.7487	NPC469815
Intermediate Similarity	0.7476	NPC38964
Intermediate Similarity	0.7461	NPC64140
Intermediate Similarity	0.7461	NPC174122
Intermediate Similarity	0.745	NPC207971
Intermediate Similarity	0.745	NPC473460
Intermediate Similarity	0.7449	NPC33256
Intermediate Similarity	0.7449	NPC125924
Intermediate Similarity	0.7429	NPC185838
Intermediate Similarity	0.7413	NPC268077
Intermediate Similarity	0.7409	NPC230098
Intermediate Similarity	0.7409	NPC234069
Intermediate Similarity	0.7409	NPC124626
Intermediate Similarity	0.7407	NPC241704
Intermediate Similarity	0.7404	NPC82056
Intermediate Similarity	0.7403	NPC147091
Intermediate Similarity	0.7401	NPC135538
Intermediate Similarity	0.7401	NPC24233
Intermediate Similarity	0.7401	NPC147390
Intermediate Similarity	0.7401	NPC428
Intermediate Similarity	0.7401	NPC476571
Intermediate Similarity	0.7401	NPC246587
Intermediate Similarity	0.7399	NPC213206
Intermediate Similarity	0.7399	NPC474915
Intermediate Similarity	0.7399	NPC188163
Intermediate Similarity	0.7399	NPC328750
Intermediate Similarity	0.7396	NPC266425
Intermediate Similarity	0.7389	NPC470708
Intermediate Similarity	0.7387	NPC242728
Intermediate Similarity	0.7374	NPC73020
Intermediate Similarity	0.7374	NPC14622
Intermediate Similarity	0.7374	NPC70290
Intermediate Similarity	0.7374	NPC124302
Intermediate Similarity	0.7374	NPC215098
Intermediate Similarity	0.7374	NPC46744
Intermediate Similarity	0.736	NPC207824
Intermediate Similarity	0.736	NPC60538
Intermediate Similarity	0.7351	NPC35345
Intermediate Similarity	0.7345	NPC476151
Intermediate Similarity	0.7345	NPC191376
Intermediate Similarity	0.7345	NPC321505
Intermediate Similarity	0.7345	NPC179825
Intermediate Similarity	0.7341	NPC314682
Intermediate Similarity	0.7337	NPC207239
Intermediate Similarity	0.7337	NPC254700
Intermediate Similarity	0.7333	NPC58661
Intermediate Similarity	0.733	NPC474745
Intermediate Similarity	0.733	NPC32154
Intermediate Similarity	0.7327	NPC473422
Intermediate Similarity	0.7326	NPC471316
Intermediate Similarity	0.7318	NPC274026
Intermediate Similarity	0.7316	NPC474470
Intermediate Similarity	0.7313	NPC202771
Intermediate Similarity	0.7313	NPC328700
Intermediate Similarity	0.7313	NPC119818
Intermediate Similarity	0.7313	NPC2173
Intermediate Similarity	0.7303	NPC475959
Intermediate Similarity	0.73	NPC226652
Intermediate Similarity	0.73	NPC314100
Intermediate Similarity	0.73	NPC120671
Intermediate Similarity	0.73	NPC72788
Intermediate Similarity	0.7297	NPC233650
Intermediate Similarity	0.7297	NPC476569
Intermediate Similarity	0.7287	NPC474708
Intermediate Similarity	0.7286	NPC71124
Intermediate Similarity	0.7283	NPC97072
Intermediate Similarity	0.7283	NPC205167
Intermediate Similarity	0.7283	NPC215829
Intermediate Similarity	0.7282	NPC141440
Intermediate Similarity	0.7282	NPC29531
Intermediate Similarity	0.7278	NPC277669
Intermediate Similarity	0.7278	NPC76213
Intermediate Similarity	0.7277	NPC474325
Intermediate Similarity	0.7273	NPC125852
Intermediate Similarity	0.7273	NPC149962
Intermediate Similarity	0.7268	NPC129603
Intermediate Similarity	0.7263	NPC477565
Intermediate Similarity	0.7263	NPC469540
Intermediate Similarity	0.7263	NPC469539
Intermediate Similarity	0.7263	NPC304675
Intermediate Similarity	0.7263	NPC103379
Intermediate Similarity	0.7258	NPC134858
Intermediate Similarity	0.7254	NPC315542
Intermediate Similarity	0.7253	NPC39701
Intermediate Similarity	0.7253	NPC127674
Intermediate Similarity	0.7253	NPC295691
Intermediate Similarity	0.7253	NPC249797
Intermediate Similarity	0.7253	NPC189266
Intermediate Similarity	0.7253	NPC184026
Intermediate Similarity	0.7253	NPC78733
Intermediate Similarity	0.7253	NPC172765
Intermediate Similarity	0.7253	NPC193949
Intermediate Similarity	0.7253	NPC469817
Intermediate Similarity	0.7253	NPC278799
Intermediate Similarity	0.7253	NPC207757
Intermediate Similarity	0.7253	NPC110416
Intermediate Similarity	0.7253	NPC2413
Intermediate Similarity	0.7253	NPC5238
Intermediate Similarity	0.7253	NPC276588
Intermediate Similarity	0.7253	NPC54379
Intermediate Similarity	0.7253	NPC204828
Intermediate Similarity	0.725	NPC267414
Intermediate Similarity	0.725	NPC123859
Intermediate Similarity	0.7247	NPC16107
Intermediate Similarity	0.7247	NPC106295
Intermediate Similarity	0.7247	NPC51957
Intermediate Similarity	0.7247	NPC210437
Intermediate Similarity	0.7247	NPC476144
Intermediate Similarity	0.7241	NPC163829
Intermediate Similarity	0.7238	NPC223124
Intermediate Similarity	0.7238	NPC82285
Intermediate Similarity	0.7238	NPC133011
Intermediate Similarity	0.7236	NPC144314
Intermediate Similarity	0.7234	NPC475845
Intermediate Similarity	0.7234	NPC266176
Intermediate Similarity	0.7234	NPC82533
Intermediate Similarity	0.7234	NPC290759
Intermediate Similarity	0.7234	NPC158148
Intermediate Similarity	0.7232	NPC130926
Intermediate Similarity	0.7225	NPC237044
Intermediate Similarity	0.7222	NPC471563
Intermediate Similarity	0.7222	NPC151895
Intermediate Similarity	0.7222	NPC220858
Intermediate Similarity	0.7222	NPC88249
Intermediate Similarity	0.7222	NPC97221
Intermediate Similarity	0.7222	NPC192768
Intermediate Similarity	0.722	NPC100573
Intermediate Similarity	0.722	NPC207873
Intermediate Similarity	0.7219	NPC317272
Intermediate Similarity	0.7219	NPC42549
Intermediate Similarity	0.7219	NPC256012
Intermediate Similarity	0.7219	NPC240841
Intermediate Similarity	0.7219	NPC268503
Intermediate Similarity	0.7219	NPC250846
Intermediate Similarity	0.7216	NPC476567
Intermediate Similarity	0.7216	NPC474746
Intermediate Similarity	0.7216	NPC128019
Intermediate Similarity	0.7216	NPC136860
Intermediate Similarity	0.7216	NPC475981
Intermediate Similarity	0.7213	NPC247639
Intermediate Similarity	0.7213	NPC133817
Intermediate Similarity	0.7213	NPC25084
Intermediate Similarity	0.7213	NPC476443
Intermediate Similarity	0.7207	NPC153644
Intermediate Similarity	0.7207	NPC7467
Intermediate Similarity	0.7204	NPC59567
Intermediate Similarity	0.7204	NPC475393
Intermediate Similarity	0.72	NPC50548
Intermediate Similarity	0.7198	NPC477564
Intermediate Similarity	0.7198	NPC2295
Intermediate Similarity	0.7189	NPC249274
Intermediate Similarity	0.7182	NPC476579
Intermediate Similarity	0.7182	NPC476568
Intermediate Similarity	0.7181	NPC57812
Intermediate Similarity	0.7181	NPC100566
Intermediate Similarity	0.7181	NPC474324
Intermediate Similarity	0.7181	NPC210140
Intermediate Similarity	0.7181	NPC150879
Intermediate Similarity	0.7174	NPC40389
Intermediate Similarity	0.7174	NPC78359
Intermediate Similarity	0.7174	NPC65490
Intermediate Similarity	0.7174	NPC315707
Intermediate Similarity	0.7174	NPC148014
Intermediate Similarity	0.7172	NPC254957
Intermediate Similarity	0.7166	NPC276944
Intermediate Similarity	0.7166	NPC232514
Intermediate Similarity	0.7166	NPC238530

Drug Structure

NPD5525 OpenBabel08211708292D 32 35 0 0 1 0 0 0 0 0999 V2000 -2.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -2.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -4.2731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -2.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 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 -3.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 15 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 19 1 0 0 0 0 12 14 2 0 0 0 0 12 20 1 0 0 0 0 13 18 1 0 0 0 0 13 21 1 0 0 0 0 14 18 1 0 0 0 0 15 30 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 22 27 2 0 0 0 0 23 25 1 0 0 0 0 23 28 2 0 0 0 0 24 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003569
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9844338
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.17
ALogP	-2.2638
MLogP	3.22
XLogP	4.203
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	99.92
RO5 Violation	0