NPASS drugs

Drug Information

Drug ID:	NPD4449
Drug Name:
Molecular Formula:	C21H23Cl2NO6
Canonical SMILES:	CCCC(=O)OCOC(=O)C1=C(C)NC(=C([C@H]1c1cccc(c1Cl)Cl)C(=O)OC)C
Standard InCHI:	InChI=1S/C21H23Cl2NO6/c1-5-7-15(25)29-10-30-21(27)17-12(3)24-11(2)16(20(26)28-4)18(17)13-8-6-9-14(22)19(13)23/h6,8-9,18,24H,5,7,10H2,1-4H3/t18-/m1/s1
Standard InCHIKey:	KPBZROQVTHLCDU-GOSISDBHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4449

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	124
0.1-0.2	966
0.2-0.3	2726
0.3-0.4	9410
0.4-0.5	15364
0.5-0.6	2282
0.6-0.7	18
0.7-0.8	0
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
Remote Similarity	0.6795	NPC190945
Remote Similarity	0.6386	NPC36836
Remote Similarity	0.6386	NPC63370
Remote Similarity	0.6312	NPC313981
Remote Similarity	0.6234	NPC473247
Remote Similarity	0.6225	NPC472165
Remote Similarity	0.6213	NPC473367
Remote Similarity	0.6184	NPC470818
Remote Similarity	0.6138	NPC472164
Remote Similarity	0.6107	NPC243059
Remote Similarity	0.6107	NPC280827
Remote Similarity	0.6081	NPC64340
Remote Similarity	0.6042	NPC474689
Remote Similarity	0.604	NPC476096
Remote Similarity	0.6027	NPC113099
Remote Similarity	0.6013	NPC76453
Remote Similarity	0.6	NPC474223
Remote Similarity	0.6	NPC475827
Remote Similarity	0.5987	NPC319995
Remote Similarity	0.5987	NPC475692
Remote Similarity	0.5987	NPC30390
Remote Similarity	0.5987	NPC289415
Remote Similarity	0.5987	NPC475478
Remote Similarity	0.5987	NPC17567
Remote Similarity	0.5985	NPC179411
Remote Similarity	0.5975	NPC470143
Remote Similarity	0.5975	NPC322503
Remote Similarity	0.5974	NPC9180
Remote Similarity	0.5974	NPC100402
Remote Similarity	0.5949	NPC475569
Remote Similarity	0.5948	NPC475691
Remote Similarity	0.5948	NPC473881
Remote Similarity	0.5944	NPC40178
Remote Similarity	0.5931	NPC270699
Remote Similarity	0.5931	NPC82899
Remote Similarity	0.5929	NPC291426
Remote Similarity	0.5918	NPC210092
Remote Similarity	0.5912	NPC270654
Remote Similarity	0.5906	NPC152812
Remote Similarity	0.5903	NPC214067
Remote Similarity	0.5903	NPC196246
Remote Similarity	0.5894	NPC474222
Remote Similarity	0.5894	NPC475804
Remote Similarity	0.589	NPC128368
Remote Similarity	0.5887	NPC324786
Remote Similarity	0.5886	NPC469519
Remote Similarity	0.5882	NPC140561
Remote Similarity	0.5882	NPC474159
Remote Similarity	0.5882	NPC141970
Remote Similarity	0.5882	NPC474254
Remote Similarity	0.5875	NPC136608
Remote Similarity	0.5875	NPC38420
Remote Similarity	0.5874	NPC20485
Remote Similarity	0.5874	NPC47536
Remote Similarity	0.5871	NPC470816
Remote Similarity	0.5862	NPC1082
Remote Similarity	0.5862	NPC323007
Remote Similarity	0.5862	NPC305912
Remote Similarity	0.5858	NPC472761
Remote Similarity	0.5857	NPC474112
Remote Similarity	0.5856	NPC6974
Remote Similarity	0.5852	NPC77273
Remote Similarity	0.5849	NPC471880
Remote Similarity	0.5839	NPC190298
Remote Similarity	0.5833	NPC17417
Remote Similarity	0.5833	NPC92283
Remote Similarity	0.5833	NPC35338
Remote Similarity	0.5833	NPC124878
Remote Similarity	0.5833	NPC182549
Remote Similarity	0.5833	NPC469636
Remote Similarity	0.5833	NPC231888
Remote Similarity	0.5833	NPC10121
Remote Similarity	0.5833	NPC290276
Remote Similarity	0.5833	NPC114741
Remote Similarity	0.5833	NPC10883
Remote Similarity	0.5833	NPC198918
Remote Similarity	0.5833	NPC204214
Remote Similarity	0.5833	NPC63404
Remote Similarity	0.5833	NPC96625
Remote Similarity	0.5833	NPC10251
Remote Similarity	0.5828	NPC470814
Remote Similarity	0.5827	NPC146351
Remote Similarity	0.5816	NPC474365
Remote Similarity	0.5816	NPC301943
Remote Similarity	0.5811	NPC29607
Remote Similarity	0.5809	NPC23453
Remote Similarity	0.5806	NPC87153
Remote Similarity	0.5806	NPC162925
Remote Similarity	0.5804	NPC477251
Remote Similarity	0.5797	NPC226041
Remote Similarity	0.5796	NPC231627
Remote Similarity	0.5793	NPC216122
Remote Similarity	0.5793	NPC93084
Remote Similarity	0.5793	NPC86087
Remote Similarity	0.5793	NPC251854
Remote Similarity	0.5783	NPC182475
Remote Similarity	0.5782	NPC477475
Remote Similarity	0.5782	NPC477476
Remote Similarity	0.578	NPC123241
Remote Similarity	0.5779	NPC474283
Remote Similarity	0.5776	NPC470441
Remote Similarity	0.5775	NPC31786
Remote Similarity	0.5769	NPC28069
Remote Similarity	0.5769	NPC77651
Remote Similarity	0.5766	NPC130398
Remote Similarity	0.5764	NPC56493
Remote Similarity	0.5759	NPC226101
Remote Similarity	0.5759	NPC237182
Remote Similarity	0.5759	NPC471024
Remote Similarity	0.5755	NPC145052
Remote Similarity	0.5755	NPC78701
Remote Similarity	0.5755	NPC35448
Remote Similarity	0.5755	NPC225060
Remote Similarity	0.5753	NPC210089
Remote Similarity	0.5753	NPC474157
Remote Similarity	0.5753	NPC167504
Remote Similarity	0.575	NPC475493
Remote Similarity	0.5743	NPC153053
Remote Similarity	0.5743	NPC307651
Remote Similarity	0.5742	NPC226794
Remote Similarity	0.5742	NPC469742
Remote Similarity	0.5742	NPC138798
Remote Similarity	0.5741	NPC473216
Remote Similarity	0.5741	NPC473399
Remote Similarity	0.5734	NPC474910
Remote Similarity	0.5734	NPC269457
Remote Similarity	0.5734	NPC209632
Remote Similarity	0.5732	NPC475195
Remote Similarity	0.5732	NPC473423
Remote Similarity	0.5724	NPC204784
Remote Similarity	0.5724	NPC281604
Remote Similarity	0.5723	NPC282294
Remote Similarity	0.5714	NPC160493
Remote Similarity	0.5714	NPC186669
Remote Similarity	0.5714	NPC7435
Remote Similarity	0.5714	NPC325497
Remote Similarity	0.5714	NPC221825
Remote Similarity	0.5714	NPC280789
Remote Similarity	0.5714	NPC66643
Remote Similarity	0.5714	NPC203925
Remote Similarity	0.5705	NPC471318
Remote Similarity	0.5705	NPC306740
Remote Similarity	0.5704	NPC84288
Remote Similarity	0.5704	NPC213156
Remote Similarity	0.5704	NPC60679
Remote Similarity	0.5704	NPC240108
Remote Similarity	0.5696	NPC81092
Remote Similarity	0.5696	NPC103605
Remote Similarity	0.5696	NPC471025
Remote Similarity	0.5696	NPC122235
Remote Similarity	0.5694	NPC119271
Remote Similarity	0.5694	NPC51174
Remote Similarity	0.5689	NPC284957
Remote Similarity	0.5687	NPC291419
Remote Similarity	0.5687	NPC48909
Remote Similarity	0.5687	NPC60825
Remote Similarity	0.5686	NPC80150
Remote Similarity	0.5686	NPC473243
Remote Similarity	0.5685	NPC174099
Remote Similarity	0.5685	NPC158854
Remote Similarity	0.5683	NPC92754
Remote Similarity	0.5683	NPC276775
Remote Similarity	0.5683	NPC249912
Remote Similarity	0.5683	NPC325499
Remote Similarity	0.5682	NPC472623
Remote Similarity	0.5682	NPC53299
Remote Similarity	0.5682	NPC293458
Remote Similarity	0.5677	NPC472703
Remote Similarity	0.5676	NPC474584
Remote Similarity	0.5674	NPC42211
Remote Similarity	0.5673	NPC470082
Remote Similarity	0.5667	NPC100353
Remote Similarity	0.5664	NPC269644
Remote Similarity	0.5664	NPC329282
Remote Similarity	0.5664	NPC114594
Remote Similarity	0.5663	NPC77493
Remote Similarity	0.5659	NPC472894
Remote Similarity	0.5657	NPC193410
Remote Similarity	0.5655	NPC475465
Remote Similarity	0.5655	NPC472314
Remote Similarity	0.5649	NPC44830
Remote Similarity	0.5649	NPC50872
Remote Similarity	0.5649	NPC288903
Remote Similarity	0.5646	NPC243355
Remote Similarity	0.5642	NPC167724
Remote Similarity	0.5642	NPC224970
Remote Similarity	0.5642	NPC223595
Remote Similarity	0.5641	NPC472704
Remote Similarity	0.5641	NPC12881
Remote Similarity	0.5641	NPC140118
Remote Similarity	0.5641	NPC470815
Remote Similarity	0.5638	NPC294458
Remote Similarity	0.5634	NPC284477
Remote Similarity	0.5633	NPC147032
Remote Similarity	0.563	NPC9822
Remote Similarity	0.563	NPC220893
Remote Similarity	0.5625	NPC248117
Remote Similarity	0.5625	NPC67043
Remote Similarity	0.5621	NPC202391
Remote Similarity	0.5621	NPC296659

Drug Structure

NPD4449 OpenBabel08211705262D 31 32 0 0 1 0 0 0 0 0999 V2000 -2.5193 3.3939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 -2.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 4.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 2.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 4.8485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 1.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3591 1.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 -1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3591 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 4.3636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5193 0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 -1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1989 0.4848 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 -0.4848 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 -0.9697 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.8485 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 -0.9697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 1.9394 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 -2.4242 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 3.3939 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.9394 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 -1.4545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 28 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 15 1 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 29 1 0 0 0 0 10 30 1 0 0 0 0 11 16 2 0 0 0 0 11 24 1 0 0 0 0 12 17 2 0 0 0 0 12 24 1 0 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 14 22 1 0 0 0 0 15 25 2 0 0 0 0 15 29 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 13 1 1 0 0 0 19 23 1 0 0 0 0 20 26 2 0 0 0 0 20 28 1 0 0 0 0 21 27 2 0 0 0 0 21 30 1 0 0 0 0 24 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001691
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	193993
ChEBI
CAS Number

Drug Properties

Molecular Weight	455.09
ALogP	1.2966
MLogP	2.78
XLogP	4.994
HDA	7
HBD	1
Rotatable Bonds	16
TPSA	90.93
RO5 Violation	0