NPASS drugs

Drug Information

Drug ID:	NPD3757
Drug Name:
Molecular Formula:	C20H14Cl2N2O3
Canonical SMILES:	Clc1cc(Cl)c2c(c1)[nH]c(c2/C=C/1CCN(C1=O)c1ccccc1)C(=O)[O-]
Standard InCHI:	InChI=1S/C20H14Cl2N2O3/c21-12-9-15(22)17-14(18(20(26)27)23-16(17)10-12)8-11-6-7-24(19(11)25)13-4-2-1-3-5-13/h1-5,8-10,23H,6-7H2,(H,26,27)/p-1/b11-8+
Standard InCHIKey:	VDIRQCDDCGAGET-DHZHZOJOSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3757

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	467
0.1-0.2	3291
0.2-0.3	10163
0.3-0.4	12435
0.4-0.5	1872
0.5-0.6	1687
0.6-0.7	899
0.7-0.8	76
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	0.7973	NPC104712
Intermediate Similarity	0.7964	NPC316411
Intermediate Similarity	0.7955	NPC244897
Intermediate Similarity	0.7951	NPC471944
Intermediate Similarity	0.7936	NPC192712
Intermediate Similarity	0.7909	NPC267853
Intermediate Similarity	0.7909	NPC315062
Intermediate Similarity	0.7783	NPC82370
Intermediate Similarity	0.767	NPC141454
Intermediate Similarity	0.7639	NPC36405
Intermediate Similarity	0.7557	NPC229893
Intermediate Similarity	0.7512	NPC477979
Intermediate Similarity	0.75	NPC221873
Intermediate Similarity	0.7488	NPC160381
Intermediate Similarity	0.7464	NPC67288
Intermediate Similarity	0.7453	NPC165599
Intermediate Similarity	0.7419	NPC118940
Intermediate Similarity	0.7418	NPC132539
Intermediate Similarity	0.7381	NPC131887
Intermediate Similarity	0.7364	NPC472285
Intermediate Similarity	0.7353	NPC133003
Intermediate Similarity	0.7349	NPC244741
Intermediate Similarity	0.7343	NPC476460
Intermediate Similarity	0.734	NPC470205
Intermediate Similarity	0.7327	NPC91179
Intermediate Similarity	0.7269	NPC270918
Intermediate Similarity	0.7243	NPC57398
Intermediate Similarity	0.7237	NPC472844
Intermediate Similarity	0.7236	NPC471943
Intermediate Similarity	0.7228	NPC217372
Intermediate Similarity	0.7228	NPC15573
Intermediate Similarity	0.7228	NPC183662
Intermediate Similarity	0.7212	NPC83111
Intermediate Similarity	0.7193	NPC194740
Intermediate Similarity	0.7192	NPC219336
Intermediate Similarity	0.719	NPC81802
Intermediate Similarity	0.719	NPC472295
Intermediate Similarity	0.719	NPC247735
Intermediate Similarity	0.719	NPC269886
Intermediate Similarity	0.719	NPC472210
Intermediate Similarity	0.717	NPC134657
Intermediate Similarity	0.7164	NPC161861
Intermediate Similarity	0.7157	NPC469896
Intermediate Similarity	0.7156	NPC266249
Intermediate Similarity	0.7149	NPC89508
Intermediate Similarity	0.7143	NPC472292
Intermediate Similarity	0.7143	NPC323198
Intermediate Similarity	0.713	NPC312645
Intermediate Similarity	0.7129	NPC324091
Intermediate Similarity	0.7123	NPC102592
Intermediate Similarity	0.7123	NPC79356
Intermediate Similarity	0.7123	NPC472293
Intermediate Similarity	0.7115	NPC278434
Intermediate Similarity	0.7111	NPC272174
Intermediate Similarity	0.7095	NPC138370
Intermediate Similarity	0.7091	NPC123839
Intermediate Similarity	0.7085	NPC322064
Intermediate Similarity	0.7081	NPC321708
Intermediate Similarity	0.708	NPC474896
Intermediate Similarity	0.7059	NPC284775
Intermediate Similarity	0.7059	NPC145885
Intermediate Similarity	0.7059	NPC84827
Intermediate Similarity	0.7059	NPC14113
Intermediate Similarity	0.7059	NPC111275
Intermediate Similarity	0.7053	NPC477003
Intermediate Similarity	0.7051	NPC240384
Intermediate Similarity	0.7051	NPC15801
Intermediate Similarity	0.7048	NPC31097
Intermediate Similarity	0.7033	NPC17059
Intermediate Similarity	0.7023	NPC472296
Intermediate Similarity	0.7023	NPC472297
Intermediate Similarity	0.702	NPC322644
Intermediate Similarity	0.7	NPC111602
Intermediate Similarity	0.7	NPC63199
Intermediate Similarity	0.7	NPC102338
Intermediate Similarity	0.7	NPC196251
Remote Similarity	0.6996	NPC31700
Remote Similarity	0.6986	NPC277350
Remote Similarity	0.6986	NPC471191
Remote Similarity	0.6983	NPC119006
Remote Similarity	0.6972	NPC317701
Remote Similarity	0.6972	NPC476098
Remote Similarity	0.6968	NPC478158
Remote Similarity	0.6964	NPC478157
Remote Similarity	0.696	NPC323969
Remote Similarity	0.6955	NPC321428
Remote Similarity	0.6954	NPC141353
Remote Similarity	0.6947	NPC264285
Remote Similarity	0.6947	NPC303658
Remote Similarity	0.6942	NPC248041
Remote Similarity	0.6942	NPC283219
Remote Similarity	0.6942	NPC126709
Remote Similarity	0.693	NPC227582
Remote Similarity	0.6927	NPC476073
Remote Similarity	0.6927	NPC151635
Remote Similarity	0.692	NPC39500
Remote Similarity	0.6919	NPC473666
Remote Similarity	0.6916	NPC220151
Remote Similarity	0.6916	NPC19692
Remote Similarity	0.6915	NPC115232
Remote Similarity	0.6909	NPC300156
Remote Similarity	0.6905	NPC94752
Remote Similarity	0.6903	NPC305984
Remote Similarity	0.6901	NPC55493
Remote Similarity	0.6898	NPC306376
Remote Similarity	0.689	NPC21429
Remote Similarity	0.6889	NPC118228
Remote Similarity	0.6887	NPC329858
Remote Similarity	0.6886	NPC276657
Remote Similarity	0.688	NPC473186
Remote Similarity	0.688	NPC196718
Remote Similarity	0.6878	NPC283117
Remote Similarity	0.6878	NPC203468
Remote Similarity	0.6878	NPC149155
Remote Similarity	0.6878	NPC4687
Remote Similarity	0.6878	NPC243850
Remote Similarity	0.6878	NPC110500
Remote Similarity	0.6875	NPC471193
Remote Similarity	0.6875	NPC471194
Remote Similarity	0.6869	NPC304203
Remote Similarity	0.6866	NPC74413
Remote Similarity	0.6864	NPC473376
Remote Similarity	0.6864	NPC35042
Remote Similarity	0.6857	NPC99939
Remote Similarity	0.6857	NPC308931
Remote Similarity	0.6849	NPC260900
Remote Similarity	0.6847	NPC39679
Remote Similarity	0.6845	NPC267885
Remote Similarity	0.6844	NPC472291
Remote Similarity	0.6837	NPC276517
Remote Similarity	0.6835	NPC214428
Remote Similarity	0.6835	NPC252338
Remote Similarity	0.6834	NPC76982
Remote Similarity	0.6826	NPC16352
Remote Similarity	0.6825	NPC17273
Remote Similarity	0.6825	NPC62749
Remote Similarity	0.6825	NPC141612
Remote Similarity	0.6825	NPC135601
Remote Similarity	0.6822	NPC39370
Remote Similarity	0.6814	NPC474412
Remote Similarity	0.681	NPC228835
Remote Similarity	0.6809	NPC102593
Remote Similarity	0.6808	NPC314333
Remote Similarity	0.6806	NPC472116
Remote Similarity	0.6802	NPC54420
Remote Similarity	0.6798	NPC184408
Remote Similarity	0.6798	NPC470509
Remote Similarity	0.6791	NPC326422
Remote Similarity	0.6789	NPC293917
Remote Similarity	0.6779	NPC55772
Remote Similarity	0.6769	NPC269270
Remote Similarity	0.6765	NPC78020
Remote Similarity	0.6763	NPC84347
Remote Similarity	0.6762	NPC159125
Remote Similarity	0.6762	NPC117027
Remote Similarity	0.6761	NPC175474
Remote Similarity	0.6761	NPC213629
Remote Similarity	0.6759	NPC202812
Remote Similarity	0.6758	NPC213308
Remote Similarity	0.6756	NPC72956
Remote Similarity	0.6756	NPC87413
Remote Similarity	0.6756	NPC294375
Remote Similarity	0.6756	NPC187501
Remote Similarity	0.6753	NPC144452
Remote Similarity	0.6753	NPC220851
Remote Similarity	0.6752	NPC33949
Remote Similarity	0.6748	NPC252572
Remote Similarity	0.6743	NPC171317
Remote Similarity	0.6743	NPC474916
Remote Similarity	0.6741	NPC162860
Remote Similarity	0.6741	NPC325297
Remote Similarity	0.6739	NPC14686
Remote Similarity	0.6738	NPC319232
Remote Similarity	0.6738	NPC214142
Remote Similarity	0.6738	NPC24370
Remote Similarity	0.6737	NPC207686
Remote Similarity	0.6729	NPC154339
Remote Similarity	0.6728	NPC245916
Remote Similarity	0.6726	NPC110182
Remote Similarity	0.6726	NPC153980
Remote Similarity	0.6726	NPC75634
Remote Similarity	0.6726	NPC6865
Remote Similarity	0.6724	NPC51388
Remote Similarity	0.6712	NPC241024
Remote Similarity	0.6711	NPC471192
Remote Similarity	0.6709	NPC157931
Remote Similarity	0.6709	NPC118559
Remote Similarity	0.6709	NPC304307
Remote Similarity	0.6709	NPC124920
Remote Similarity	0.6709	NPC34580
Remote Similarity	0.6709	NPC476491
Remote Similarity	0.6709	NPC261251
Remote Similarity	0.6709	NPC284888
Remote Similarity	0.67	NPC8104
Remote Similarity	0.6699	NPC11126
Remote Similarity	0.6698	NPC282103
Remote Similarity	0.6698	NPC311282
Remote Similarity	0.6697	NPC162730
Remote Similarity	0.6695	NPC260434
Remote Similarity	0.6693	NPC1203

Drug Structure

NPD3757 OpenBabel08211704332D 28 31 0 0 0 0 0 0 0 0999 V2000 2.4271 -1.7634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5316 -0.7688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5135 -2.1701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7226 -0.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7045 -1.5823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 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 -1.2601 2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8474 0.2989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7134 1.7989 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 -4.7134 0.7989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 2.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9814 0.7989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8474 2.2989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9814 1.7989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6450 3.3815 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 -2.1450 4.2476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5794 0.2989 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.1153 0.2989 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.6395 3.2770 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 0.8090 1.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1450 4.2476 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -2.6450 5.1136 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3086 4.0201 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 4 1 0 0 0 0 3 5 2 0 0 0 0 4 13 2 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 7 24 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 10 16 2 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 13 24 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 17 2 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 19 25 2 0 0 0 0 20 26 1 0 0 0 0 20 27 2 0 0 0 0 23 28 1 0 0 0 0 M CHG 1 26 -1 M END $$$$

External Identifiers

TTD	DIB004727
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	21202952
ChEBI
CAS Number

Drug Properties

Molecular Weight	399.03
ALogP	0.0552
MLogP	2.89
XLogP	3.693
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	76.23
RO5 Violation	0