NPASS drugs

Drug Information

Drug ID:	NPD5483
Drug Name:
Molecular Formula:	C23H22N2O4
Canonical SMILES:	COCc1c(ncc2c1c1cc(OCc3ccccc3)ccc1[nH]2)C(=O)OCC
Standard InCHI:	InChI=1S/C23H22N2O4/c1-3-28-23(26)22-18(14-27-2)21-17-11-16(29-13-15-7-5-4-6-8-15)9-10-19(17)25-20(21)12-24-22/h4-12,25H,3,13-14H2,1-2H3
Standard InCHIKey:	ALBKMJDFBZVHAK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5483

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	354
0.1-0.2	2244
0.2-0.3	9671
0.3-0.4	3764
0.4-0.5	11148
0.5-0.6	1965
0.6-0.7	1215
0.7-0.8	491
0.8-0.85	32
0.85-0.9	6
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
High Similarity	0.8789	NPC260434
High Similarity	0.8657	NPC118940
High Similarity	0.8596	NPC15801
High Similarity	0.8565	NPC148889
High Similarity	0.8542	NPC152620
High Similarity	0.8523	NPC53534
Intermediate Similarity	0.8438	NPC122436
Intermediate Similarity	0.8398	NPC101350
Intermediate Similarity	0.8394	NPC123839
Intermediate Similarity	0.8364	NPC476287
Intermediate Similarity	0.8355	NPC235685
Intermediate Similarity	0.8348	NPC60621
Intermediate Similarity	0.8333	NPC258048
Intermediate Similarity	0.8303	NPC266249
Intermediate Similarity	0.8243	NPC477979
Intermediate Similarity	0.8233	NPC176538
Intermediate Similarity	0.8206	NPC36405
Intermediate Similarity	0.819	NPC182222
Intermediate Similarity	0.817	NPC312645
Intermediate Similarity	0.8142	NPC472099
Intermediate Similarity	0.8117	NPC63971
Intermediate Similarity	0.8117	NPC91868
Intermediate Similarity	0.8091	NPC321428
Intermediate Similarity	0.8083	NPC165964
Intermediate Similarity	0.8072	NPC26679
Intermediate Similarity	0.8063	NPC5145
Intermediate Similarity	0.8062	NPC323969
Intermediate Similarity	0.805	NPC473800
Intermediate Similarity	0.8045	NPC300156
Intermediate Similarity	0.8037	NPC476138
Intermediate Similarity	0.8037	NPC245816
Intermediate Similarity	0.8036	NPC39500
Intermediate Similarity	0.8036	NPC89508
Intermediate Similarity	0.8034	NPC39370
Intermediate Similarity	0.8026	NPC280799
Intermediate Similarity	0.8026	NPC469554
Intermediate Similarity	0.8026	NPC207686
Intermediate Similarity	0.8	NPC132539
Intermediate Similarity	0.7991	NPC472098
Intermediate Similarity	0.7983	NPC474688
Intermediate Similarity	0.7982	NPC19872
Intermediate Similarity	0.7974	NPC96321
Intermediate Similarity	0.7965	NPC148183
Intermediate Similarity	0.7965	NPC152768
Intermediate Similarity	0.7958	NPC178858
Intermediate Similarity	0.7957	NPC229893
Intermediate Similarity	0.7949	NPC473186
Intermediate Similarity	0.7937	NPC185782
Intermediate Similarity	0.7934	NPC26543
Intermediate Similarity	0.7913	NPC144452
Intermediate Similarity	0.7902	NPC167860
Intermediate Similarity	0.7902	NPC123976
Intermediate Similarity	0.7895	NPC184408
Intermediate Similarity	0.7892	NPC82548
Intermediate Similarity	0.7883	NPC45190
Intermediate Similarity	0.7872	NPC101543
Intermediate Similarity	0.7872	NPC196718
Intermediate Similarity	0.7867	NPC208284
Intermediate Similarity	0.7864	NPC232727
Intermediate Similarity	0.7854	NPC478078
Intermediate Similarity	0.7854	NPC74619
Intermediate Similarity	0.7821	NPC314954
Intermediate Similarity	0.7821	NPC274640
Intermediate Similarity	0.7797	NPC102593
Intermediate Similarity	0.7793	NPC223427
Intermediate Similarity	0.7793	NPC165599
Intermediate Similarity	0.7793	NPC476098
Intermediate Similarity	0.7792	NPC475844
Intermediate Similarity	0.7791	NPC314222
Intermediate Similarity	0.7791	NPC196449
Intermediate Similarity	0.7788	NPC187501
Intermediate Similarity	0.7783	NPC213530
Intermediate Similarity	0.7783	NPC193267
Intermediate Similarity	0.7778	NPC157931
Intermediate Similarity	0.7778	NPC161801
Intermediate Similarity	0.7773	NPC27041
Intermediate Similarity	0.7768	NPC244741
Intermediate Similarity	0.7758	NPC475070
Intermediate Similarity	0.7758	NPC285558
Intermediate Similarity	0.7754	NPC267853
Intermediate Similarity	0.7748	NPC57398
Intermediate Similarity	0.7745	NPC194740
Intermediate Similarity	0.7745	NPC311906
Intermediate Similarity	0.7743	NPC471304
Intermediate Similarity	0.7735	NPC470018
Intermediate Similarity	0.7731	NPC76748
Intermediate Similarity	0.7729	NPC8022
Intermediate Similarity	0.7729	NPC470799
Intermediate Similarity	0.7722	NPC244897
Intermediate Similarity	0.7722	NPC475720
Intermediate Similarity	0.7722	NPC474192
Intermediate Similarity	0.7709	NPC82370
Intermediate Similarity	0.7706	NPC307963
Intermediate Similarity	0.7706	NPC74360
Intermediate Similarity	0.7706	NPC208084
Intermediate Similarity	0.7699	NPC477549
Intermediate Similarity	0.7696	NPC92111
Intermediate Similarity	0.7692	NPC21638
Intermediate Similarity	0.7689	NPC4687
Intermediate Similarity	0.7689	NPC270918
Intermediate Similarity	0.7686	NPC146976
Intermediate Similarity	0.7686	NPC295452
Intermediate Similarity	0.7686	NPC171393
Intermediate Similarity	0.7685	NPC296527
Intermediate Similarity	0.7682	NPC141454
Intermediate Similarity	0.7672	NPC276657
Intermediate Similarity	0.7672	NPC225279
Intermediate Similarity	0.766	NPC319232
Intermediate Similarity	0.766	NPC24370
Intermediate Similarity	0.7658	NPC315491
Intermediate Similarity	0.7658	NPC45459
Intermediate Similarity	0.7658	NPC213308
Intermediate Similarity	0.7657	NPC316411
Intermediate Similarity	0.7657	NPC97902
Intermediate Similarity	0.7655	NPC287208
Intermediate Similarity	0.765	NPC322482
Intermediate Similarity	0.7647	NPC49547
Intermediate Similarity	0.7642	NPC234078
Intermediate Similarity	0.7642	NPC221100
Intermediate Similarity	0.7642	NPC236668
Intermediate Similarity	0.764	NPC216369
Intermediate Similarity	0.7639	NPC310118
Intermediate Similarity	0.7636	NPC251090
Intermediate Similarity	0.7631	NPC478083
Intermediate Similarity	0.7629	NPC288987
Intermediate Similarity	0.7627	NPC110151
Intermediate Similarity	0.7625	NPC295228
Intermediate Similarity	0.7625	NPC57453
Intermediate Similarity	0.7623	NPC78609
Intermediate Similarity	0.7619	NPC305984
Intermediate Similarity	0.7615	NPC329631
Intermediate Similarity	0.7611	NPC193238
Intermediate Similarity	0.761	NPC191489
Intermediate Similarity	0.7609	NPC118228
Intermediate Similarity	0.7603	NPC475816
Intermediate Similarity	0.7602	NPC267928
Intermediate Similarity	0.7602	NPC156704
Intermediate Similarity	0.7593	NPC472061
Intermediate Similarity	0.7588	NPC470020
Intermediate Similarity	0.7586	NPC46561
Intermediate Similarity	0.7586	NPC473041
Intermediate Similarity	0.7581	NPC284678
Intermediate Similarity	0.7568	NPC67288
Intermediate Similarity	0.7564	NPC198503
Intermediate Similarity	0.7559	NPC100734
Intermediate Similarity	0.7559	NPC315634
Intermediate Similarity	0.7559	NPC88923
Intermediate Similarity	0.7555	NPC87413
Intermediate Similarity	0.7553	NPC192712
Intermediate Similarity	0.7553	NPC74575
Intermediate Similarity	0.7553	NPC257851
Intermediate Similarity	0.7551	NPC208522
Intermediate Similarity	0.7544	NPC174758
Intermediate Similarity	0.7544	NPC174672
Intermediate Similarity	0.7543	NPC169402
Intermediate Similarity	0.7542	NPC323752
Intermediate Similarity	0.7542	NPC141053
Intermediate Similarity	0.7533	NPC249583
Intermediate Similarity	0.7533	NPC88008
Intermediate Similarity	0.7532	NPC216612
Intermediate Similarity	0.7531	NPC315062
Intermediate Similarity	0.7531	NPC474701
Intermediate Similarity	0.7522	NPC470500
Intermediate Similarity	0.7521	NPC184680
Intermediate Similarity	0.7511	NPC309845
Intermediate Similarity	0.751	NPC316224
Intermediate Similarity	0.75	NPC322064
Intermediate Similarity	0.75	NPC477066
Intermediate Similarity	0.75	NPC469928
Intermediate Similarity	0.75	NPC51388
Intermediate Similarity	0.75	NPC284685
Intermediate Similarity	0.75	NPC315957
Intermediate Similarity	0.749	NPC17437
Intermediate Similarity	0.749	NPC470785
Intermediate Similarity	0.7489	NPC266931
Intermediate Similarity	0.7479	NPC292958
Intermediate Similarity	0.7469	NPC478082
Intermediate Similarity	0.7469	NPC478081
Intermediate Similarity	0.7469	NPC477067
Intermediate Similarity	0.7469	NPC180504
Intermediate Similarity	0.7468	NPC179287
Intermediate Similarity	0.7468	NPC472285
Intermediate Similarity	0.7467	NPC472070
Intermediate Similarity	0.7457	NPC474412
Intermediate Similarity	0.7457	NPC16066
Intermediate Similarity	0.7457	NPC116238
Intermediate Similarity	0.7455	NPC123395
Intermediate Similarity	0.745	NPC472435
Intermediate Similarity	0.7449	NPC6786
Intermediate Similarity	0.7448	NPC471762
Intermediate Similarity	0.7446	NPC94157
Intermediate Similarity	0.7446	NPC264176
Intermediate Similarity	0.7439	NPC142385
Intermediate Similarity	0.7438	NPC253675
Intermediate Similarity	0.7436	NPC303658
Intermediate Similarity	0.7431	NPC478006
Intermediate Similarity	0.7418	NPC470784
Intermediate Similarity	0.7407	NPC470017
Intermediate Similarity	0.7404	NPC168209
Intermediate Similarity	0.7401	NPC475774

Drug Structure

NPD5483 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 -3.3859 0.9787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6191 3.2910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5393 1.4673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2415 2.6644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8438 1.7715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6672 3.4553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8716 1.6695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6950 3.3533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0805 -0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2339 -0.4896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2343 1.4660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8464 -0.4890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3251 2.3585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8470 2.4442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2972 2.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0807 0.9771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3872 0.9774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 1.4667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3870 -0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6935 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6937 0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8462 1.4670 0.0000 C 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 2.5404 -0.4893 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8461 2.4445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1305 2.4444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6928 0.9784 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9273 1.4656 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5403 -1.4893 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 27 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 20 2 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 29 1 0 0 0 0 14 18 1 0 0 0 0 14 27 1 0 0 0 0 16 29 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 20 25 1 0 0 0 0 22 23 1 0 0 0 0 22 24 2 0 0 0 0 23 26 2 0 0 0 0 23 28 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011521
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	121926
ChEBI
CAS Number

Drug Properties

Molecular Weight	390.16
ALogP	-0.3415
MLogP	3.33
XLogP	4.592
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	73.44
RO5 Violation	0