NPASS drugs

Drug Information

Drug ID:	NPD1322
Drug Name:
Molecular Formula:	C14H17ClN2O2
Canonical SMILES:	COc1cc2c(cc1Cl)[nH]cc2[C@H](CN=C(O)C)C
Standard InCHI:	InChI=1S/C14H17ClN2O2/c1-8(6-16-9(2)18)11-7-17-13-5-12(15)14(19-3)4-10(11)13/h4-5,7-8,17H,6H2,1-3H3,(H,16,18)/t8-/m0/s1
Standard InCHIKey:	RKHCTAKUYDTFHE-QMMMGPOBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1322

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	430
0.1-0.2	3308
0.2-0.3	9622
0.3-0.4	10050
0.4-0.5	4599
0.5-0.6	1732
0.6-0.7	953
0.7-0.8	180
0.8-0.85	11
0.85-0.9	5
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	0.8947	NPC307963
High Similarity	0.8789	NPC76748
High Similarity	0.8743	NPC92111
High Similarity	0.8737	NPC296527
High Similarity	0.866	NPC251090
Intermediate Similarity	0.829	NPC314002
Intermediate Similarity	0.8247	NPC171171
Intermediate Similarity	0.8238	NPC204717
Intermediate Similarity	0.8213	NPC316981
Intermediate Similarity	0.8209	NPC176538
Intermediate Similarity	0.8187	NPC220765
Intermediate Similarity	0.8173	NPC266931
Intermediate Similarity	0.8107	NPC476465
Intermediate Similarity	0.8093	NPC176127
Intermediate Similarity	0.804	NPC99666
Intermediate Similarity	0.801	NPC13880
Intermediate Similarity	0.7979	NPC184964
Intermediate Similarity	0.7905	NPC208284
Intermediate Similarity	0.7882	NPC156704
Intermediate Similarity	0.7794	NPC77555
Intermediate Similarity	0.7767	NPC329793
Intermediate Similarity	0.775	NPC46580
Intermediate Similarity	0.7729	NPC232727
Intermediate Similarity	0.7711	NPC32771
Intermediate Similarity	0.7703	NPC285558
Intermediate Similarity	0.7689	NPC11464
Intermediate Similarity	0.7681	NPC45459
Intermediate Similarity	0.7681	NPC315957
Intermediate Similarity	0.7681	NPC315491
Intermediate Similarity	0.7681	NPC121772
Intermediate Similarity	0.7674	NPC170114
Intermediate Similarity	0.7656	NPC476138
Intermediate Similarity	0.7656	NPC245816
Intermediate Similarity	0.7628	NPC470549
Intermediate Similarity	0.76	NPC84478
Intermediate Similarity	0.7596	NPC213308
Intermediate Similarity	0.7596	NPC19872
Intermediate Similarity	0.7581	NPC478074
Intermediate Similarity	0.758	NPC310118
Intermediate Similarity	0.7571	NPC475774
Intermediate Similarity	0.7571	NPC223427
Intermediate Similarity	0.7561	NPC106937
Intermediate Similarity	0.7536	NPC475070
Intermediate Similarity	0.7524	NPC326634
Intermediate Similarity	0.7524	NPC131017
Intermediate Similarity	0.7523	NPC471304
Intermediate Similarity	0.7489	NPC295228
Intermediate Similarity	0.7489	NPC213530
Intermediate Similarity	0.7489	NPC74360
Intermediate Similarity	0.7489	NPC193267
Intermediate Similarity	0.7477	NPC185782
Intermediate Similarity	0.7465	NPC88008
Intermediate Similarity	0.7454	NPC26679
Intermediate Similarity	0.7453	NPC264166
Intermediate Similarity	0.7453	NPC274291
Intermediate Similarity	0.7453	NPC165349
Intermediate Similarity	0.7453	NPC118832
Intermediate Similarity	0.7453	NPC47059
Intermediate Similarity	0.7453	NPC329708
Intermediate Similarity	0.7442	NPC123976
Intermediate Similarity	0.7442	NPC5145
Intermediate Similarity	0.7442	NPC167860
Intermediate Similarity	0.7441	NPC199277
Intermediate Similarity	0.7441	NPC135887
Intermediate Similarity	0.7431	NPC470799
Intermediate Similarity	0.7431	NPC8022
Intermediate Similarity	0.743	NPC82548
Intermediate Similarity	0.7421	NPC60621
Intermediate Similarity	0.7411	NPC110151
Intermediate Similarity	0.7409	NPC131718
Intermediate Similarity	0.7404	NPC222018
Intermediate Similarity	0.7387	NPC280272
Intermediate Similarity	0.7383	NPC193777
Intermediate Similarity	0.735	NPC96890
Intermediate Similarity	0.7349	NPC475910
Intermediate Similarity	0.7349	NPC171787
Intermediate Similarity	0.7346	NPC249040
Intermediate Similarity	0.7346	NPC329747
Intermediate Similarity	0.7339	NPC477610
Intermediate Similarity	0.7339	NPC476287
Intermediate Similarity	0.7336	NPC472111
Intermediate Similarity	0.7333	NPC311276
Intermediate Similarity	0.7333	NPC102423
Intermediate Similarity	0.7324	NPC162484
Intermediate Similarity	0.7321	NPC242209
Intermediate Similarity	0.7313	NPC88363
Intermediate Similarity	0.7313	NPC300114
Intermediate Similarity	0.7299	NPC128823
Intermediate Similarity	0.7294	NPC219087
Intermediate Similarity	0.7294	NPC94157
Intermediate Similarity	0.7286	NPC70956
Intermediate Similarity	0.7286	NPC313791
Intermediate Similarity	0.7286	NPC243834
Intermediate Similarity	0.7285	NPC96321
Intermediate Similarity	0.7282	NPC242928
Intermediate Similarity	0.7268	NPC230869
Intermediate Similarity	0.7264	NPC234197
Intermediate Similarity	0.7259	NPC160105
Intermediate Similarity	0.7259	NPC49954
Intermediate Similarity	0.7259	NPC474561
Intermediate Similarity	0.724	NPC304926
Intermediate Similarity	0.724	NPC476041
Intermediate Similarity	0.7229	NPC240384
Intermediate Similarity	0.7228	NPC42979
Intermediate Similarity	0.722	NPC163421
Intermediate Similarity	0.722	NPC188387
Intermediate Similarity	0.722	NPC132642
Intermediate Similarity	0.7217	NPC476167
Intermediate Similarity	0.7214	NPC224764
Intermediate Similarity	0.7207	NPC477609
Intermediate Similarity	0.7205	NPC101543
Intermediate Similarity	0.7205	NPC469554
Intermediate Similarity	0.7204	NPC267928
Intermediate Similarity	0.7198	NPC11408
Intermediate Similarity	0.7194	NPC282231
Intermediate Similarity	0.7182	NPC469592
Intermediate Similarity	0.7182	NPC471080
Intermediate Similarity	0.7177	NPC133140
Intermediate Similarity	0.7177	NPC324149
Intermediate Similarity	0.7177	NPC195268
Intermediate Similarity	0.7176	NPC45190
Intermediate Similarity	0.7176	NPC300156
Intermediate Similarity	0.717	NPC192315
Intermediate Similarity	0.7163	NPC471593
Intermediate Similarity	0.7157	NPC474798
Intermediate Similarity	0.7155	NPC15801
Intermediate Similarity	0.715	NPC469760
Intermediate Similarity	0.715	NPC469786
Intermediate Similarity	0.715	NPC73952
Intermediate Similarity	0.715	NPC469765
Intermediate Similarity	0.715	NPC259644
Intermediate Similarity	0.715	NPC25008
Intermediate Similarity	0.715	NPC469763
Intermediate Similarity	0.7143	NPC472099
Intermediate Similarity	0.7143	NPC72980
Intermediate Similarity	0.7143	NPC279918
Intermediate Similarity	0.7143	NPC321428
Intermediate Similarity	0.7143	NPC193238
Intermediate Similarity	0.7137	NPC217554
Intermediate Similarity	0.7136	NPC287437
Intermediate Similarity	0.7136	NPC476578
Intermediate Similarity	0.7136	NPC48353
Intermediate Similarity	0.7136	NPC4071
Intermediate Similarity	0.7136	NPC476582
Intermediate Similarity	0.7128	NPC469762
Intermediate Similarity	0.7124	NPC122436
Intermediate Similarity	0.7117	NPC288349
Intermediate Similarity	0.7115	NPC128751
Intermediate Similarity	0.7115	NPC246700
Intermediate Similarity	0.7114	NPC314603
Intermediate Similarity	0.7113	NPC80597
Intermediate Similarity	0.7113	NPC75540
Intermediate Similarity	0.7113	NPC70922
Intermediate Similarity	0.7113	NPC212376
Intermediate Similarity	0.7113	NPC211572
Intermediate Similarity	0.7109	NPC276517
Intermediate Similarity	0.7107	NPC177404
Intermediate Similarity	0.7098	NPC292958
Intermediate Similarity	0.7089	NPC72211
Intermediate Similarity	0.7087	NPC284678
Intermediate Similarity	0.7085	NPC54988
Intermediate Similarity	0.7083	NPC476098
Intermediate Similarity	0.7082	NPC177056
Intermediate Similarity	0.7081	NPC106833
Intermediate Similarity	0.7081	NPC469497
Intermediate Similarity	0.7078	NPC201697
Intermediate Similarity	0.7078	NPC476116
Intermediate Similarity	0.7077	NPC469785
Intermediate Similarity	0.7074	NPC314954
Intermediate Similarity	0.7067	NPC276657
Intermediate Similarity	0.7064	NPC313189
Intermediate Similarity	0.7062	NPC84853
Intermediate Similarity	0.7056	NPC475720
Intermediate Similarity	0.7056	NPC474192
Intermediate Similarity	0.7054	NPC469594
Intermediate Similarity	0.705	NPC63751
Intermediate Similarity	0.7047	NPC105818
Intermediate Similarity	0.7047	NPC24678
Intermediate Similarity	0.7046	NPC284141
Intermediate Similarity	0.7039	NPC469358
Intermediate Similarity	0.7037	NPC291535
Intermediate Similarity	0.7037	NPC475112
Intermediate Similarity	0.7037	NPC475085
Intermediate Similarity	0.7031	NPC473185
Intermediate Similarity	0.7031	NPC478078
Intermediate Similarity	0.7027	NPC162530
Intermediate Similarity	0.7026	NPC180504
Intermediate Similarity	0.7023	NPC477019
Intermediate Similarity	0.7018	NPC323345
Intermediate Similarity	0.7018	NPC470164
Intermediate Similarity	0.7016	NPC314372
Intermediate Similarity	0.7016	NPC159856
Intermediate Similarity	0.7	NPC190296
Intermediate Similarity	0.7	NPC174672
Intermediate Similarity	0.7	NPC174758
Intermediate Similarity	0.7	NPC311906
Remote Similarity	0.6995	NPC70259
Remote Similarity	0.699	NPC233936
Remote Similarity	0.699	NPC71037
Remote Similarity	0.6987	NPC153467

Drug Structure

NPD1322 OpenBabel08211700192D 21 22 0 0 1 0 0 0 0 0999 V2000 0.3601 3.3122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 4.2633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 2.7770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 2.5691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9271 4.4712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -0.1910 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 3.7281 0.0000 N 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 -1.2361 5.4223 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5669 6.1654 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 9 1 0 0 0 0 3 19 1 0 0 0 0 4 10 2 0 0 0 0 4 14 1 0 0 0 0 5 12 1 0 0 0 0 5 13 2 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 11 2 0 0 0 0 7 17 1 0 0 0 0 8 1 1 6 0 0 0 8 11 1 0 0 0 0 9 16 2 3 0 0 0 9 18 1 0 0 0 0 10 11 1 0 0 0 0 10 13 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000324
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	219018
ChEBI
CAS Number

Drug Properties

Molecular Weight	280.10
ALogP	0.1212
MLogP	2.45
XLogP	2.153
HDA	3
HBD	2
Rotatable Bonds	9
TPSA	57.61
RO5 Violation	0