NPASS drugs

Drug Information

Drug ID:	NPD2379
Drug Name:
Molecular Formula:	C17H16ClNO4
Canonical SMILES:	COc1ccc(cc1C(=NCCc1ccc(cc1)C(=O)O)O)Cl
Standard InCHI:	InChI=1S/C17H16ClNO4/c1-23-15-7-6-13(18)10-14(15)16(20)19-9-8-11-2-4-12(5-3-11)17(21)22/h2-7,10H,8-9H2,1H3,(H,19,20)(H,21,22)
Standard InCHIKey:	SWLAMJPTOQZTAE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2379

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	143
0.1-0.2	984
0.2-0.3	2979
0.3-0.4	8775
0.4-0.5	3729
0.5-0.6	8613
0.6-0.7	5601
0.7-0.8	66
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	0.7806	NPC471316
Intermediate Similarity	0.7443	NPC45112
Intermediate Similarity	0.7443	NPC134413
Intermediate Similarity	0.7443	NPC271958
Intermediate Similarity	0.7443	NPC263507
Intermediate Similarity	0.7442	NPC269383
Intermediate Similarity	0.7442	NPC151030
Intermediate Similarity	0.7384	NPC208280
Intermediate Similarity	0.7375	NPC86087
Intermediate Similarity	0.7355	NPC238309
Intermediate Similarity	0.7333	NPC153644
Intermediate Similarity	0.7325	NPC66643
Intermediate Similarity	0.732	NPC4164
Intermediate Similarity	0.7317	NPC290404
Intermediate Similarity	0.7315	NPC43275
Intermediate Similarity	0.7278	NPC472591
Intermediate Similarity	0.7263	NPC86678
Intermediate Similarity	0.7257	NPC49315
Intermediate Similarity	0.7239	NPC182475
Intermediate Similarity	0.7229	NPC470019
Intermediate Similarity	0.7229	NPC161544
Intermediate Similarity	0.7216	NPC227778
Intermediate Similarity	0.7207	NPC470422
Intermediate Similarity	0.7181	NPC45104
Intermediate Similarity	0.716	NPC58661
Intermediate Similarity	0.7152	NPC470392
Intermediate Similarity	0.7152	NPC313414
Intermediate Similarity	0.7151	NPC188618
Intermediate Similarity	0.7143	NPC478189
Intermediate Similarity	0.7143	NPC56332
Intermediate Similarity	0.7124	NPC151237
Intermediate Similarity	0.7107	NPC470160
Intermediate Similarity	0.7107	NPC112192
Intermediate Similarity	0.7107	NPC309717
Intermediate Similarity	0.7107	NPC66384
Intermediate Similarity	0.7107	NPC189106
Intermediate Similarity	0.7107	NPC128348
Intermediate Similarity	0.7107	NPC164236
Intermediate Similarity	0.7104	NPC232872
Intermediate Similarity	0.7091	NPC80928
Intermediate Similarity	0.7089	NPC30390
Intermediate Similarity	0.7089	NPC45191
Intermediate Similarity	0.7073	NPC109232
Intermediate Similarity	0.707	NPC2596
Intermediate Similarity	0.7041	NPC55327
Intermediate Similarity	0.7039	NPC9475
Intermediate Similarity	0.7039	NPC474874
Intermediate Similarity	0.7032	NPC89630
Intermediate Similarity	0.7024	NPC163846
Intermediate Similarity	0.7024	NPC225173
Intermediate Similarity	0.7019	NPC27643
Intermediate Similarity	0.7019	NPC274876
Intermediate Similarity	0.7018	NPC212699
Intermediate Similarity	0.7018	NPC207675
Intermediate Similarity	0.7013	NPC311219
Intermediate Similarity	0.7013	NPC471314
Intermediate Similarity	0.7013	NPC471315
Intermediate Similarity	0.7006	NPC71525
Intermediate Similarity	0.7006	NPC132771
Intermediate Similarity	0.7006	NPC121104
Intermediate Similarity	0.7	NPC470565
Intermediate Similarity	0.7	NPC169766
Intermediate Similarity	0.7	NPC277865
Intermediate Similarity	0.7	NPC475009
Intermediate Similarity	0.7	NPC186097
Intermediate Similarity	0.7	NPC475008
Remote Similarity	0.6995	NPC474498
Remote Similarity	0.6995	NPC28160
Remote Similarity	0.6994	NPC213603
Remote Similarity	0.6994	NPC24394
Remote Similarity	0.6989	NPC472157
Remote Similarity	0.6988	NPC250755
Remote Similarity	0.6987	NPC29477
Remote Similarity	0.6983	NPC472032
Remote Similarity	0.6982	NPC125801
Remote Similarity	0.6981	NPC245395
Remote Similarity	0.6981	NPC247779
Remote Similarity	0.6981	NPC12694
Remote Similarity	0.6981	NPC2989
Remote Similarity	0.6975	NPC286336
Remote Similarity	0.6966	NPC68850
Remote Similarity	0.6957	NPC287533
Remote Similarity	0.6954	NPC240664
Remote Similarity	0.6951	NPC23870
Remote Similarity	0.6946	NPC17760
Remote Similarity	0.6943	NPC476353
Remote Similarity	0.6941	NPC2569
Remote Similarity	0.6941	NPC172329
Remote Similarity	0.6933	NPC188907
Remote Similarity	0.6933	NPC131039
Remote Similarity	0.6928	NPC233282
Remote Similarity	0.6923	NPC25844
Remote Similarity	0.6923	NPC470162
Remote Similarity	0.6923	NPC6888
Remote Similarity	0.6923	NPC60389
Remote Similarity	0.6923	NPC470163
Remote Similarity	0.6923	NPC211565
Remote Similarity	0.6914	NPC472365
Remote Similarity	0.6914	NPC139813
Remote Similarity	0.6914	NPC28753
Remote Similarity	0.6914	NPC82225
Remote Similarity	0.6914	NPC242294
Remote Similarity	0.6914	NPC159623
Remote Similarity	0.6914	NPC188646
Remote Similarity	0.6914	NPC337373
Remote Similarity	0.6914	NPC20560
Remote Similarity	0.6914	NPC175098
Remote Similarity	0.6914	NPC294593
Remote Similarity	0.6914	NPC192304
Remote Similarity	0.6914	NPC263670
Remote Similarity	0.6914	NPC312318
Remote Similarity	0.6914	NPC18877
Remote Similarity	0.6914	NPC56031
Remote Similarity	0.6914	NPC204960
Remote Similarity	0.6914	NPC144051
Remote Similarity	0.6909	NPC21350
Remote Similarity	0.6899	NPC296712
Remote Similarity	0.6899	NPC264428
Remote Similarity	0.6894	NPC266425
Remote Similarity	0.6894	NPC76453
Remote Similarity	0.6894	NPC273984
Remote Similarity	0.6894	NPC262359
Remote Similarity	0.689	NPC249606
Remote Similarity	0.689	NPC477243
Remote Similarity	0.689	NPC98115
Remote Similarity	0.689	NPC150399
Remote Similarity	0.689	NPC477244
Remote Similarity	0.689	NPC477242
Remote Similarity	0.689	NPC1486
Remote Similarity	0.689	NPC41461
Remote Similarity	0.689	NPC12165
Remote Similarity	0.689	NPC25287
Remote Similarity	0.689	NPC168105
Remote Similarity	0.689	NPC473391
Remote Similarity	0.689	NPC66349
Remote Similarity	0.689	NPC472364
Remote Similarity	0.689	NPC186838
Remote Similarity	0.689	NPC274109
Remote Similarity	0.6889	NPC198075
Remote Similarity	0.6887	NPC19290
Remote Similarity	0.6887	NPC128825
Remote Similarity	0.6885	NPC264922
Remote Similarity	0.6883	NPC165197
Remote Similarity	0.6878	NPC264938
Remote Similarity	0.6875	NPC469929
Remote Similarity	0.6868	NPC474857
Remote Similarity	0.6867	NPC183642
Remote Similarity	0.6867	NPC310370
Remote Similarity	0.6867	NPC477956
Remote Similarity	0.6863	NPC264976
Remote Similarity	0.6863	NPC328459
Remote Similarity	0.6863	NPC90522
Remote Similarity	0.6852	NPC205468
Remote Similarity	0.6852	NPC87231
Remote Similarity	0.6852	NPC129132
Remote Similarity	0.6852	NPC212631
Remote Similarity	0.6852	NPC257756
Remote Similarity	0.6848	NPC472419
Remote Similarity	0.6848	NPC7013
Remote Similarity	0.6848	NPC116632
Remote Similarity	0.6848	NPC33011
Remote Similarity	0.6848	NPC477838
Remote Similarity	0.6848	NPC162680
Remote Similarity	0.6848	NPC181124
Remote Similarity	0.6848	NPC303644
Remote Similarity	0.6848	NPC477837
Remote Similarity	0.6848	NPC317119
Remote Similarity	0.6848	NPC45072
Remote Similarity	0.6848	NPC209560
Remote Similarity	0.6848	NPC294409
Remote Similarity	0.6848	NPC153979
Remote Similarity	0.6845	NPC1534
Remote Similarity	0.6842	NPC469954
Remote Similarity	0.6842	NPC217423
Remote Similarity	0.6839	NPC477691
Remote Similarity	0.6839	NPC25168
Remote Similarity	0.6835	NPC474264
Remote Similarity	0.6832	NPC11173
Remote Similarity	0.6832	NPC244866
Remote Similarity	0.6829	NPC156092
Remote Similarity	0.6829	NPC223616
Remote Similarity	0.6829	NPC13575
Remote Similarity	0.6826	NPC48624
Remote Similarity	0.6826	NPC204985
Remote Similarity	0.6826	NPC219917
Remote Similarity	0.6826	NPC259166
Remote Similarity	0.6826	NPC11056
Remote Similarity	0.6826	NPC80962
Remote Similarity	0.6826	NPC172250
Remote Similarity	0.6826	NPC213659
Remote Similarity	0.6826	NPC326109
Remote Similarity	0.6826	NPC215311
Remote Similarity	0.6826	NPC265178
Remote Similarity	0.6826	NPC144118
Remote Similarity	0.6824	NPC130176
Remote Similarity	0.6824	NPC469758
Remote Similarity	0.6824	NPC99454
Remote Similarity	0.6824	NPC196114
Remote Similarity	0.6821	NPC56635
Remote Similarity	0.6821	NPC39819

Drug Structure

NPD2379 OpenBabel08211702172D 25 26 0 0 0 0 0 0 0 0999 V2000 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 -0.0000 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 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 11 1 0 0 0 0 9 19 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 3 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 17 22 2 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000080
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	41214
ChEBI
CAS Number

Drug Properties

Molecular Weight	333.08
ALogP	0.4141
MLogP	2.67
XLogP	4.185
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	79.12
RO5 Violation	0