NPASS drugs

Drug Information

Drug ID:	NPD4424
Drug Name:	RTI-113
Molecular Formula:	C21H22ClNO2
Canonical SMILES:	O=C([C@@H]1C2CCC(N2C)C[C@@H]1c1ccc(cc1)Cl)Oc1ccccc1
Standard InCHI:	InChI=1S/C21H22ClNO2/c1-23-16-11-12-19(23)20(21(24)25-17-5-3-2-4-6-17)18(13-16)14-7-9-15(22)10-8-14/h2-10,16,18-20H,11-13H2,1H3/t16?,18-,19?,20+/m1/s1
Standard InCHIKey:	AAEKULYONKUBOZ-MLFFRYNPSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4424

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	186
0.1-0.2	995
0.2-0.3	3702
0.3-0.4	9166
0.4-0.5	4592
0.5-0.6	11337
0.6-0.7	906
0.7-0.8	6
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	0.7683	NPC133817
Intermediate Similarity	0.7683	NPC476443
Intermediate Similarity	0.7325	NPC281104
Intermediate Similarity	0.7152	NPC27198
Intermediate Similarity	0.7048	NPC214239
Intermediate Similarity	0.7025	NPC273984
Remote Similarity	0.6993	NPC255253
Remote Similarity	0.6983	NPC35680
Remote Similarity	0.6952	NPC477258
Remote Similarity	0.6928	NPC151237
Remote Similarity	0.6879	NPC283079
Remote Similarity	0.6875	NPC474858
Remote Similarity	0.6868	NPC115906
Remote Similarity	0.6863	NPC26285
Remote Similarity	0.6855	NPC11173
Remote Similarity	0.6855	NPC470392
Remote Similarity	0.6848	NPC21425
Remote Similarity	0.6832	NPC11147
Remote Similarity	0.6813	NPC66643
Remote Similarity	0.6809	NPC264938
Remote Similarity	0.6795	NPC124776
Remote Similarity	0.679	NPC316906
Remote Similarity	0.679	NPC106606
Remote Similarity	0.678	NPC269383
Remote Similarity	0.678	NPC151030
Remote Similarity	0.6768	NPC314682
Remote Similarity	0.676	NPC474708
Remote Similarity	0.6758	NPC327005
Remote Similarity	0.6757	NPC214629
Remote Similarity	0.675	NPC118419
Remote Similarity	0.6746	NPC475959
Remote Similarity	0.6733	NPC51345
Remote Similarity	0.6732	NPC321133
Remote Similarity	0.6727	NPC213206
Remote Similarity	0.6727	NPC328750
Remote Similarity	0.6727	NPC474915
Remote Similarity	0.6727	NPC188163
Remote Similarity	0.6722	NPC227683
Remote Similarity	0.6721	NPC27887
Remote Similarity	0.672	NPC162694
Remote Similarity	0.6704	NPC475845
Remote Similarity	0.6689	NPC233238
Remote Similarity	0.6687	NPC2989
Remote Similarity	0.6687	NPC30390
Remote Similarity	0.6684	NPC141440
Remote Similarity	0.6667	NPC259554
Remote Similarity	0.6667	NPC264976
Remote Similarity	0.6667	NPC189908
Remote Similarity	0.6667	NPC146288
Remote Similarity	0.6667	NPC320287
Remote Similarity	0.6667	NPC68967
Remote Similarity	0.6667	NPC86087
Remote Similarity	0.6648	NPC474324
Remote Similarity	0.6648	NPC475780
Remote Similarity	0.6648	NPC57812
Remote Similarity	0.6647	NPC7467
Remote Similarity	0.6646	NPC225745
Remote Similarity	0.6645	NPC317474
Remote Similarity	0.6645	NPC169485
Remote Similarity	0.6645	NPC291027
Remote Similarity	0.6645	NPC213126
Remote Similarity	0.6645	NPC84281
Remote Similarity	0.6631	NPC230098
Remote Similarity	0.6631	NPC169387
Remote Similarity	0.6631	NPC477259
Remote Similarity	0.6627	NPC470925
Remote Similarity	0.6626	NPC196708
Remote Similarity	0.6624	NPC89630
Remote Similarity	0.6624	NPC107846
Remote Similarity	0.6614	NPC226708
Remote Similarity	0.6612	NPC263507
Remote Similarity	0.6612	NPC45112
Remote Similarity	0.6612	NPC134413
Remote Similarity	0.6612	NPC271958
Remote Similarity	0.6612	NPC222524
Remote Similarity	0.6611	NPC49315
Remote Similarity	0.661	NPC254700
Remote Similarity	0.661	NPC471396
Remote Similarity	0.6609	NPC216459
Remote Similarity	0.6609	NPC41178
Remote Similarity	0.6609	NPC138487
Remote Similarity	0.6608	NPC219162
Remote Similarity	0.6605	NPC325568
Remote Similarity	0.6605	NPC266425
Remote Similarity	0.6604	NPC223807
Remote Similarity	0.6601	NPC293424
Remote Similarity	0.6593	NPC329992
Remote Similarity	0.6588	NPC210437
Remote Similarity	0.6588	NPC16107
Remote Similarity	0.6588	NPC106295
Remote Similarity	0.6588	NPC51957
Remote Similarity	0.6588	NPC476144
Remote Similarity	0.6582	NPC65310
Remote Similarity	0.6576	NPC329816
Remote Similarity	0.6573	NPC476569
Remote Similarity	0.6571	NPC323443
Remote Similarity	0.6571	NPC180756
Remote Similarity	0.6568	NPC185838
Remote Similarity	0.6561	NPC28510
Remote Similarity	0.6559	NPC473007
Remote Similarity	0.6558	NPC234956
Remote Similarity	0.6554	NPC26353
Remote Similarity	0.6548	NPC476567
Remote Similarity	0.6548	NPC136860
Remote Similarity	0.6548	NPC128019
Remote Similarity	0.6548	NPC182475
Remote Similarity	0.6545	NPC193528
Remote Similarity	0.6545	NPC208170
Remote Similarity	0.6545	NPC216149
Remote Similarity	0.6541	NPC474745
Remote Similarity	0.6536	NPC35345
Remote Similarity	0.6529	NPC132771
Remote Similarity	0.6528	NPC70290
Remote Similarity	0.6528	NPC73020
Remote Similarity	0.6528	NPC14622
Remote Similarity	0.6528	NPC46744
Remote Similarity	0.6528	NPC215098
Remote Similarity	0.6528	NPC124302
Remote Similarity	0.6527	NPC204546
Remote Similarity	0.6524	NPC180647
Remote Similarity	0.6516	NPC474874
Remote Similarity	0.6514	NPC78733
Remote Similarity	0.651	NPC33256
Remote Similarity	0.6508	NPC166979
Remote Similarity	0.6506	NPC241086
Remote Similarity	0.6506	NPC259800
Remote Similarity	0.6506	NPC282087
Remote Similarity	0.6506	NPC328137
Remote Similarity	0.6506	NPC318028
Remote Similarity	0.6506	NPC317741
Remote Similarity	0.6506	NPC318984
Remote Similarity	0.6503	NPC76453
Remote Similarity	0.6497	NPC90577
Remote Similarity	0.6497	NPC329640
Remote Similarity	0.6494	NPC233029
Remote Similarity	0.6494	NPC210148
Remote Similarity	0.6491	NPC95075
Remote Similarity	0.6491	NPC476151
Remote Similarity	0.6491	NPC253883
Remote Similarity	0.6491	NPC179825
Remote Similarity	0.6491	NPC90844
Remote Similarity	0.6491	NPC321505
Remote Similarity	0.6491	NPC191376
Remote Similarity	0.6486	NPC474325
Remote Similarity	0.6481	NPC257390
Remote Similarity	0.648	NPC202771
Remote Similarity	0.648	NPC119818
Remote Similarity	0.648	NPC2173
Remote Similarity	0.648	NPC328700
Remote Similarity	0.6478	NPC88403
Remote Similarity	0.6477	NPC31311
Remote Similarity	0.6477	NPC25084
Remote Similarity	0.6477	NPC234392
Remote Similarity	0.6477	NPC247639
Remote Similarity	0.6474	NPC22476
Remote Similarity	0.6471	NPC469978
Remote Similarity	0.6471	NPC17760
Remote Similarity	0.6471	NPC9373
Remote Similarity	0.6471	NPC130926
Remote Similarity	0.6471	NPC102760
Remote Similarity	0.6471	NPC229234
Remote Similarity	0.6467	NPC304675
Remote Similarity	0.6462	NPC314100
Remote Similarity	0.6462	NPC72788
Remote Similarity	0.6462	NPC120671
Remote Similarity	0.6462	NPC226652
Remote Similarity	0.6458	NPC469816
Remote Similarity	0.6458	NPC469815
Remote Similarity	0.6457	NPC56635
Remote Similarity	0.6456	NPC328267
Remote Similarity	0.6453	NPC130941
Remote Similarity	0.6453	NPC147390
Remote Similarity	0.6453	NPC246587
Remote Similarity	0.6453	NPC476571
Remote Similarity	0.6453	NPC135538
Remote Similarity	0.6453	NPC428
Remote Similarity	0.6453	NPC24233
Remote Similarity	0.6452	NPC86678
Remote Similarity	0.645	NPC297322
Remote Similarity	0.6446	NPC194359
Remote Similarity	0.6446	NPC28641
Remote Similarity	0.6444	NPC469505
Remote Similarity	0.6444	NPC471651
Remote Similarity	0.6438	NPC305717
Remote Similarity	0.6436	NPC475981
Remote Similarity	0.6436	NPC474746
Remote Similarity	0.6432	NPC237044
Remote Similarity	0.6432	NPC474470
Remote Similarity	0.6429	NPC311781
Remote Similarity	0.6429	NPC137627
Remote Similarity	0.6425	NPC469479
Remote Similarity	0.6424	NPC280760
Remote Similarity	0.6421	NPC473008
Remote Similarity	0.6421	NPC474059
Remote Similarity	0.6421	NPC469437
Remote Similarity	0.6417	NPC473562
Remote Similarity	0.6417	NPC298339
Remote Similarity	0.6416	NPC469540
Remote Similarity	0.6416	NPC477565
Remote Similarity	0.6416	NPC469539

Drug Structure

NPD4424 OpenBabel08211705262D 25 28 0 0 1 0 0 0 0 0999 V2000 0.1962 -0.4405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3005 -1.3762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4653 -1.8584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3005 -0.4119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6302 -1.3762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4653 0.0703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1500 -2.5027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7386 -1.9864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4481 -3.4199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0367 -2.9036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8969 0.8288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0159 1.2211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5610 -0.8761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7953 -1.7860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3914 -3.6203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1394 -0.1045 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.6302 -0.4119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4030 -0.9050 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8402 0.7770 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0265 -0.1692 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9598 -0.4119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6895 -4.5375 0.0000 Cl 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 1.9598 -1.3762 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7950 0.0703 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 18 14 1 1 0 0 0 18 20 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 21 1 1 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003633
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.13
ALogP	0.1685
MLogP	3.33
XLogP	5.879
HDA	2
HBD	0
Rotatable Bonds	6
TPSA	29.54
RO5 Violation	1