NPASS drugs

Drug Information

Drug ID:	NPD4385
Drug Name:
Molecular Formula:	C21H21ClN2O
Canonical SMILES:	CCC(N(C(=O)c1cc2ccccc2c(n1)c1ccccc1Cl)C)C
Standard InCHI:	InChI=1S/C21H21ClN2O/c1-4-14(2)24(3)21(25)19-13-15-9-5-6-10-16(15)20(23-19)17-11-7-8-12-18(17)22/h5-14H,4H2,1-3H3
Standard InCHIKey:	RAVIZVQZGXBOQO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4385

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	439
0.1-0.2	2998
0.2-0.3	11110
0.3-0.4	11707
0.4-0.5	2089
0.5-0.6	1774
0.6-0.7	709
0.7-0.8	62
0.8-0.85	2
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	0.8034	NPC133003
Intermediate Similarity	0.8023	NPC470205
Intermediate Similarity	0.776	NPC324091
Intermediate Similarity	0.7692	NPC135601
Intermediate Similarity	0.7692	NPC17273
Intermediate Similarity	0.7692	NPC141612
Intermediate Similarity	0.763	NPC194881
Intermediate Similarity	0.7627	NPC161861
Intermediate Similarity	0.7582	NPC21429
Intermediate Similarity	0.7558	NPC477887
Intermediate Similarity	0.7514	NPC80681
Intermediate Similarity	0.7513	NPC134657
Intermediate Similarity	0.75	NPC237188
Intermediate Similarity	0.7396	NPC478186
Intermediate Similarity	0.7386	NPC478182
Intermediate Similarity	0.7384	NPC281094
Intermediate Similarity	0.736	NPC70949
Intermediate Similarity	0.7348	NPC151635
Intermediate Similarity	0.7337	NPC470440
Intermediate Similarity	0.7318	NPC116961
Intermediate Similarity	0.7308	NPC157583
Intermediate Similarity	0.7288	NPC21174
Intermediate Similarity	0.7288	NPC265100
Intermediate Similarity	0.7288	NPC271797
Intermediate Similarity	0.7282	NPC317701
Intermediate Similarity	0.7246	NPC32002
Intermediate Similarity	0.7246	NPC315348
Intermediate Similarity	0.7238	NPC252572
Intermediate Similarity	0.7222	NPC471943
Intermediate Similarity	0.7216	NPC293487
Intermediate Similarity	0.7207	NPC56233
Intermediate Similarity	0.7207	NPC114637
Intermediate Similarity	0.7202	NPC238499
Intermediate Similarity	0.7189	NPC191415
Intermediate Similarity	0.7188	NPC102592
Intermediate Similarity	0.7188	NPC79356
Intermediate Similarity	0.7151	NPC159125
Intermediate Similarity	0.7135	NPC73994
Intermediate Similarity	0.7126	NPC472260
Intermediate Similarity	0.712	NPC234987
Intermediate Similarity	0.7111	NPC478183
Intermediate Similarity	0.7108	NPC325599
Intermediate Similarity	0.7092	NPC471944
Intermediate Similarity	0.7083	NPC326422
Intermediate Similarity	0.7068	NPC476460
Intermediate Similarity	0.7059	NPC102755
Intermediate Similarity	0.7053	NPC473666
Intermediate Similarity	0.7053	NPC255909
Intermediate Similarity	0.7043	NPC91179
Intermediate Similarity	0.7039	NPC478185
Intermediate Similarity	0.7033	NPC65080
Intermediate Similarity	0.7031	NPC216550
Intermediate Similarity	0.7027	NPC28848
Intermediate Similarity	0.7027	NPC284775
Intermediate Similarity	0.7027	NPC14325
Intermediate Similarity	0.7024	NPC314102
Intermediate Similarity	0.7024	NPC251722
Intermediate Similarity	0.7022	NPC477591
Intermediate Similarity	0.7021	NPC477003
Intermediate Similarity	0.7011	NPC469529
Intermediate Similarity	0.701	NPC472116
Intermediate Similarity	0.701	NPC128244
Intermediate Similarity	0.7005	NPC113626
Intermediate Similarity	0.7	NPC478184
Remote Similarity	0.6989	NPC11126
Remote Similarity	0.6984	NPC308931
Remote Similarity	0.6984	NPC99939
Remote Similarity	0.6968	NPC143533
Remote Similarity	0.6963	NPC103119
Remote Similarity	0.6952	NPC88110
Remote Similarity	0.6947	NPC478077
Remote Similarity	0.6947	NPC94752
Remote Similarity	0.694	NPC91895
Remote Similarity	0.694	NPC32534
Remote Similarity	0.6935	NPC83774
Remote Similarity	0.6931	NPC228835
Remote Similarity	0.6931	NPC258480
Remote Similarity	0.6923	NPC65408
Remote Similarity	0.6919	NPC20144
Remote Similarity	0.691	NPC476464
Remote Similarity	0.6907	NPC269886
Remote Similarity	0.6907	NPC247735
Remote Similarity	0.6907	NPC472295
Remote Similarity	0.6907	NPC81802
Remote Similarity	0.6907	NPC472210
Remote Similarity	0.6904	NPC81535
Remote Similarity	0.6893	NPC200743
Remote Similarity	0.6893	NPC322064
Remote Similarity	0.6891	NPC117244
Remote Similarity	0.6891	NPC473763
Remote Similarity	0.6872	NPC76982
Remote Similarity	0.6868	NPC71132
Remote Similarity	0.6868	NPC115232
Remote Similarity	0.6862	NPC15840
Remote Similarity	0.6862	NPC61011
Remote Similarity	0.686	NPC277157
Remote Similarity	0.6859	NPC66210
Remote Similarity	0.6856	NPC272458
Remote Similarity	0.6856	NPC471386
Remote Similarity	0.6855	NPC54102
Remote Similarity	0.6855	NPC162689
Remote Similarity	0.6853	NPC34837
Remote Similarity	0.6851	NPC242116
Remote Similarity	0.6842	NPC470003
Remote Similarity	0.6842	NPC104483
Remote Similarity	0.6842	NPC88097
Remote Similarity	0.6825	NPC470677
Remote Similarity	0.681	NPC122718
Remote Similarity	0.6809	NPC12649
Remote Similarity	0.6809	NPC248462
Remote Similarity	0.6805	NPC198988
Remote Similarity	0.6802	NPC167710
Remote Similarity	0.6796	NPC322644
Remote Similarity	0.6792	NPC81561
Remote Similarity	0.6789	NPC117027
Remote Similarity	0.6789	NPC243058
Remote Similarity	0.6788	NPC63199
Remote Similarity	0.6788	NPC102338
Remote Similarity	0.6788	NPC196251
Remote Similarity	0.6788	NPC111602
Remote Similarity	0.6782	NPC471191
Remote Similarity	0.678	NPC40070
Remote Similarity	0.678	NPC473878
Remote Similarity	0.678	NPC33421
Remote Similarity	0.6772	NPC24864
Remote Similarity	0.6772	NPC469896
Remote Similarity	0.6771	NPC311858
Remote Similarity	0.6769	NPC472292
Remote Similarity	0.6768	NPC474916
Remote Similarity	0.6765	NPC325252
Remote Similarity	0.6762	NPC323969
Remote Similarity	0.676	NPC229055
Remote Similarity	0.6754	NPC472119
Remote Similarity	0.6754	NPC46895
Remote Similarity	0.6753	NPC472112
Remote Similarity	0.6751	NPC472293
Remote Similarity	0.6748	NPC471194
Remote Similarity	0.6748	NPC471193
Remote Similarity	0.6748	NPC153980
Remote Similarity	0.6748	NPC6865
Remote Similarity	0.6743	NPC467188
Remote Similarity	0.6742	NPC470679
Remote Similarity	0.6742	NPC117032
Remote Similarity	0.6742	NPC70406
Remote Similarity	0.6742	NPC217021
Remote Similarity	0.674	NPC6436
Remote Similarity	0.6738	NPC293216
Remote Similarity	0.6736	NPC17059
Remote Similarity	0.6735	NPC304203
Remote Similarity	0.6734	NPC237414
Remote Similarity	0.673	NPC148140
Remote Similarity	0.672	NPC219336
Remote Similarity	0.6719	NPC79062
Remote Similarity	0.6719	NPC472107
Remote Similarity	0.6716	NPC57398
Remote Similarity	0.6704	NPC251391
Remote Similarity	0.6703	NPC81229
Remote Similarity	0.6703	NPC255229
Remote Similarity	0.6702	NPC84347
Remote Similarity	0.6701	NPC19692
Remote Similarity	0.6701	NPC220151
Remote Similarity	0.6699	NPC72956
Remote Similarity	0.6686	NPC169433
Remote Similarity	0.6685	NPC299594
Remote Similarity	0.6685	NPC313889
Remote Similarity	0.6684	NPC16659
Remote Similarity	0.6684	NPC472113
Remote Similarity	0.6684	NPC90415
Remote Similarity	0.6684	NPC477042
Remote Similarity	0.6683	NPC477979
Remote Similarity	0.6667	NPC183662
Remote Similarity	0.6667	NPC245916
Remote Similarity	0.6667	NPC217372
Remote Similarity	0.6667	NPC63157
Remote Similarity	0.6667	NPC473868
Remote Similarity	0.6667	NPC467063
Remote Similarity	0.6667	NPC15573
Remote Similarity	0.6667	NPC203635
Remote Similarity	0.665	NPC472297
Remote Similarity	0.665	NPC472296
Remote Similarity	0.6649	NPC469938
Remote Similarity	0.6649	NPC472323
Remote Similarity	0.6649	NPC470509
Remote Similarity	0.6648	NPC474880
Remote Similarity	0.6648	NPC475990
Remote Similarity	0.6648	NPC221786
Remote Similarity	0.6647	NPC471574
Remote Similarity	0.6634	NPC328318
Remote Similarity	0.6634	NPC328596
Remote Similarity	0.6633	NPC129909
Remote Similarity	0.6632	NPC265710
Remote Similarity	0.663	NPC51054
Remote Similarity	0.6629	NPC102664
Remote Similarity	0.6618	NPC472064
Remote Similarity	0.6616	NPC57994
Remote Similarity	0.6616	NPC289299
Remote Similarity	0.6615	NPC175474
Remote Similarity	0.6612	NPC229173
Remote Similarity	0.6609	NPC59084
Remote Similarity	0.6609	NPC2949

Drug Structure

NPD4385 OpenBabel08211705262D 25 27 0 0 1 0 0 0 0 0999 V2000 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 3 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 0.8660 -1.5000 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 -1.7321 -1.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 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 0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 14 1 0 0 0 0 3 24 1 0 0 0 0 4 14 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 15 2 0 0 0 0 10 16 2 0 0 0 0 11 17 2 0 0 0 0 12 18 2 0 0 0 0 13 15 1 0 0 0 0 13 19 2 0 0 0 0 14 24 1 0 0 0 0 15 16 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 23 2 0 0 0 0 21 24 1 0 0 0 0 21 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001129
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1345
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.13
ALogP	-0.024
MLogP	3.33
XLogP	6.519
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	33.2
RO5 Violation	1