NPASS drugs

Drug Information

Drug ID:	NPD5901
Drug Name:	carmoxirole
Molecular Formula:	C24H26N2O2
Canonical SMILES:	OC(=O)c1ccc2c(c1)c(CCCCN1CCC(=CC1)c1ccccc1)c[nH]2
Standard InCHI:	InChI=1S/C24H26N2O2/c27-24(28)20-9-10-23-22(16-20)21(17-25-23)8-4-5-13-26-14-11-19(12-15-26)18-6-2-1-3-7-18/h1-3,6-7,9-11,16-17,25H,4-5,8,12-15H2,(H,27,28)
Standard InCHIKey:	AFSOIHMEOKEZJF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5901

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	308
0.1-0.2	1879
0.2-0.3	8604
0.3-0.4	10513
0.4-0.5	6382
0.5-0.6	1219
0.6-0.7	1260
0.7-0.8	677
0.8-0.85	42
0.85-0.9	5
0.9-0.95	1
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	0.9282	NPC83111
High Similarity	0.868	NPC82370
High Similarity	0.8556	NPC278434
High Similarity	0.8525	NPC111275
High Similarity	0.8505	NPC471944
High Similarity	0.8503	NPC160381
Intermediate Similarity	0.8482	NPC202812
Intermediate Similarity	0.8446	NPC131887
Intermediate Similarity	0.8398	NPC229893
Intermediate Similarity	0.8398	NPC78020
Intermediate Similarity	0.8351	NPC67288
Intermediate Similarity	0.8316	NPC321708
Intermediate Similarity	0.8315	NPC203468
Intermediate Similarity	0.8315	NPC110500
Intermediate Similarity	0.8315	NPC149155
Intermediate Similarity	0.8299	NPC227582
Intermediate Similarity	0.828	NPC55772
Intermediate Similarity	0.828	NPC213468
Intermediate Similarity	0.8274	NPC57398
Intermediate Similarity	0.827	NPC267885
Intermediate Similarity	0.8265	NPC213308
Intermediate Similarity	0.8235	NPC36405
Intermediate Similarity	0.8197	NPC63751
Intermediate Similarity	0.8195	NPC472285
Intermediate Similarity	0.8182	NPC476818
Intermediate Similarity	0.8182	NPC248041
Intermediate Similarity	0.8182	NPC283219
Intermediate Similarity	0.8182	NPC126709
Intermediate Similarity	0.8173	NPC252338
Intermediate Similarity	0.8163	NPC474916
Intermediate Similarity	0.8135	NPC138370
Intermediate Similarity	0.8128	NPC84827
Intermediate Similarity	0.8128	NPC14113
Intermediate Similarity	0.8128	NPC145885
Intermediate Similarity	0.8115	NPC62749
Intermediate Similarity	0.8115	NPC235684
Intermediate Similarity	0.8115	NPC315555
Intermediate Similarity	0.8112	NPC141454
Intermediate Similarity	0.8088	NPC118940
Intermediate Similarity	0.8083	NPC154339
Intermediate Similarity	0.8081	NPC315491
Intermediate Similarity	0.8081	NPC45459
Intermediate Similarity	0.8077	NPC276657
Intermediate Similarity	0.8069	NPC39679
Intermediate Similarity	0.8039	NPC72956
Intermediate Similarity	0.8	NPC6865
Intermediate Similarity	0.8	NPC153980
Intermediate Similarity	0.8	NPC71037
Intermediate Similarity	0.7981	NPC264285
Intermediate Similarity	0.797	NPC175602
Intermediate Similarity	0.7959	NPC267343
Intermediate Similarity	0.7951	NPC87413
Intermediate Similarity	0.7946	NPC49954
Intermediate Similarity	0.7946	NPC474561
Intermediate Similarity	0.7941	NPC61038
Intermediate Similarity	0.794	NPC74413
Intermediate Similarity	0.7937	NPC59269
Intermediate Similarity	0.7935	NPC194640
Intermediate Similarity	0.7929	NPC156704
Intermediate Similarity	0.7923	NPC131718
Intermediate Similarity	0.7923	NPC279918
Intermediate Similarity	0.7913	NPC471194
Intermediate Similarity	0.7913	NPC471193
Intermediate Similarity	0.791	NPC476073
Intermediate Similarity	0.791	NPC260900
Intermediate Similarity	0.7902	NPC303951
Intermediate Similarity	0.789	NPC15801
Intermediate Similarity	0.7887	NPC17059
Intermediate Similarity	0.7885	NPC471192
Intermediate Similarity	0.788	NPC282231
Intermediate Similarity	0.7871	NPC165599
Intermediate Similarity	0.7864	NPC9894
Intermediate Similarity	0.7864	NPC23294
Intermediate Similarity	0.7846	NPC221873
Intermediate Similarity	0.7843	NPC183777
Intermediate Similarity	0.7843	NPC88008
Intermediate Similarity	0.7842	NPC15573
Intermediate Similarity	0.7842	NPC217372
Intermediate Similarity	0.7842	NPC183662
Intermediate Similarity	0.7839	NPC74153
Intermediate Similarity	0.7837	NPC118228
Intermediate Similarity	0.783	NPC16352
Intermediate Similarity	0.7828	NPC276517
Intermediate Similarity	0.7828	NPC19692
Intermediate Similarity	0.7828	NPC220151
Intermediate Similarity	0.7826	NPC219087
Intermediate Similarity	0.7824	NPC228835
Intermediate Similarity	0.7817	NPC99666
Intermediate Similarity	0.7816	NPC309845
Intermediate Similarity	0.7806	NPC314333
Intermediate Similarity	0.7806	NPC329858
Intermediate Similarity	0.7805	NPC171787
Intermediate Similarity	0.7805	NPC86834
Intermediate Similarity	0.7805	NPC210828
Intermediate Similarity	0.7801	NPC219336
Intermediate Similarity	0.78	NPC306376
Intermediate Similarity	0.7799	NPC3207
Intermediate Similarity	0.7794	NPC300156
Intermediate Similarity	0.7788	NPC207866
Intermediate Similarity	0.7788	NPC471536
Intermediate Similarity	0.7788	NPC31700
Intermediate Similarity	0.7784	NPC15102
Intermediate Similarity	0.7773	NPC74360
Intermediate Similarity	0.7772	NPC300183
Intermediate Similarity	0.7763	NPC477549
Intermediate Similarity	0.7762	NPC27041
Intermediate Similarity	0.7756	NPC283117
Intermediate Similarity	0.7756	NPC244741
Intermediate Similarity	0.7756	NPC4687
Intermediate Similarity	0.7754	NPC54988
Intermediate Similarity	0.7751	NPC478157
Intermediate Similarity	0.7751	NPC474412
Intermediate Similarity	0.775	NPC262898
Intermediate Similarity	0.7749	NPC284775
Intermediate Similarity	0.7742	NPC267853
Intermediate Similarity	0.7742	NPC102423
Intermediate Similarity	0.774	NPC207020
Intermediate Similarity	0.774	NPC110182
Intermediate Similarity	0.7734	NPC476874
Intermediate Similarity	0.7727	NPC472292
Intermediate Similarity	0.7725	NPC184408
Intermediate Similarity	0.7725	NPC6982
Intermediate Similarity	0.7721	NPC319232
Intermediate Similarity	0.7721	NPC24370
Intermediate Similarity	0.7718	NPC266249
Intermediate Similarity	0.7717	NPC316411
Intermediate Similarity	0.7716	NPC95783
Intermediate Similarity	0.7714	NPC469928
Intermediate Similarity	0.7714	NPC330009
Intermediate Similarity	0.771	NPC51388
Intermediate Similarity	0.7708	NPC11126
Intermediate Similarity	0.7706	NPC244897
Intermediate Similarity	0.7706	NPC207686
Intermediate Similarity	0.77	NPC179701
Intermediate Similarity	0.77	NPC11445
Intermediate Similarity	0.77	NPC472293
Intermediate Similarity	0.7696	NPC98715
Intermediate Similarity	0.7692	NPC294375
Intermediate Similarity	0.7692	NPC280290
Intermediate Similarity	0.7688	NPC16667
Intermediate Similarity	0.7688	NPC88315
Intermediate Similarity	0.7688	NPC473821
Intermediate Similarity	0.7681	NPC478158
Intermediate Similarity	0.7681	NPC271862
Intermediate Similarity	0.7677	NPC476460
Intermediate Similarity	0.7676	NPC230869
Intermediate Similarity	0.7672	NPC194411
Intermediate Similarity	0.767	NPC270918
Intermediate Similarity	0.7665	NPC63199
Intermediate Similarity	0.7665	NPC111602
Intermediate Similarity	0.7665	NPC175474
Intermediate Similarity	0.7665	NPC102338
Intermediate Similarity	0.7665	NPC196251
Intermediate Similarity	0.7663	NPC141353
Intermediate Similarity	0.7662	NPC78767
Intermediate Similarity	0.7662	NPC473814
Intermediate Similarity	0.7661	NPC315062
Intermediate Similarity	0.766	NPC160105
Intermediate Similarity	0.7656	NPC248454
Intermediate Similarity	0.7653	NPC171171
Intermediate Similarity	0.7653	NPC94752
Intermediate Similarity	0.7653	NPC174760
Intermediate Similarity	0.765	NPC25008
Intermediate Similarity	0.765	NPC469763
Intermediate Similarity	0.765	NPC469760
Intermediate Similarity	0.765	NPC157828
Intermediate Similarity	0.765	NPC195239
Intermediate Similarity	0.765	NPC469765
Intermediate Similarity	0.765	NPC73952
Intermediate Similarity	0.765	NPC469786
Intermediate Similarity	0.765	NPC259644
Intermediate Similarity	0.7647	NPC328596
Intermediate Similarity	0.7647	NPC193761
Intermediate Similarity	0.7647	NPC328318
Intermediate Similarity	0.7644	NPC178858
Intermediate Similarity	0.7644	NPC123839
Intermediate Similarity	0.7641	NPC477003
Intermediate Similarity	0.7641	NPC165495
Intermediate Similarity	0.7641	NPC207851
Intermediate Similarity	0.7638	NPC47190
Intermediate Similarity	0.7633	NPC258062
Intermediate Similarity	0.7633	NPC127677
Intermediate Similarity	0.763	NPC203614
Intermediate Similarity	0.763	NPC204491
Intermediate Similarity	0.7624	NPC50503
Intermediate Similarity	0.7624	NPC470499
Intermediate Similarity	0.7622	NPC76982
Intermediate Similarity	0.7622	NPC469762
Intermediate Similarity	0.7621	NPC82053
Intermediate Similarity	0.7619	NPC234078
Intermediate Similarity	0.7619	NPC221100
Intermediate Similarity	0.7617	NPC280799
Intermediate Similarity	0.7617	NPC473317
Intermediate Similarity	0.7617	NPC176199
Intermediate Similarity	0.7617	NPC215795
Intermediate Similarity	0.7614	NPC46580
Intermediate Similarity	0.7612	NPC245916
Intermediate Similarity	0.761	NPC476098
Intermediate Similarity	0.7609	NPC211572
Intermediate Similarity	0.7609	NPC80597

Drug Structure

NPD5901 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 6.4282 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5622 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8301 -0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9344 -0.6237 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 2.0981 -1.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6036 0.1194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2435 -1.5748 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5743 -2.3179 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 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 13 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 21 1 0 0 0 0 9 10 2 0 0 0 0 9 20 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 19 2 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 26 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 17 25 1 0 0 0 0 18 19 1 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 23 25 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000608
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	374.20
ALogP	-0.598
MLogP	3.66
XLogP	5.87
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	56.33
RO5 Violation	1