NPASS drugs

Drug Information

Drug ID:	NPD3269
Drug Name:
Molecular Formula:	C19H17Br2NO5S
Canonical SMILES:	CCc1oc2c(c1C(=O)c1cc(Br)c(c(c1)Br)O)ccc(c2)S(=O)(=O)N(C)C
Standard InCHI:	InChI=1S/C19H17Br2NO5S/c1-4-15-17(18(23)10-7-13(20)19(24)14(21)8-10)12-6-5-11(9-16(12)27-15)28(25,26)22(2)3/h5-9,24H,4H2,1-3H3
Standard InCHIKey:	FEYGJZKVMASWJB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3269

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	284
0.1-0.2	1709
0.2-0.3	4735
0.3-0.4	9043
0.4-0.5	4079
0.5-0.6	7556
0.6-0.7	3421
0.7-0.8	63
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	0.7528	NPC470710
Intermediate Similarity	0.7288	NPC122599
Intermediate Similarity	0.7288	NPC272868
Intermediate Similarity	0.7288	NPC270848
Intermediate Similarity	0.7253	NPC156244
Intermediate Similarity	0.7241	NPC471236
Intermediate Similarity	0.7241	NPC197766
Intermediate Similarity	0.7213	NPC67654
Intermediate Similarity	0.7207	NPC230943
Intermediate Similarity	0.72	NPC62735
Intermediate Similarity	0.7189	NPC160015
Intermediate Similarity	0.7189	NPC247677
Intermediate Similarity	0.7182	NPC135325
Intermediate Similarity	0.7175	NPC147137
Intermediate Similarity	0.7167	NPC210826
Intermediate Similarity	0.7158	NPC193976
Intermediate Similarity	0.7158	NPC23668
Intermediate Similarity	0.7151	NPC296957
Intermediate Similarity	0.7151	NPC302181
Intermediate Similarity	0.7151	NPC260902
Intermediate Similarity	0.7143	NPC37226
Intermediate Similarity	0.7143	NPC226644
Intermediate Similarity	0.7127	NPC130581
Intermediate Similarity	0.7127	NPC12148
Intermediate Similarity	0.712	NPC142308
Intermediate Similarity	0.712	NPC207624
Intermediate Similarity	0.7112	NPC244750
Intermediate Similarity	0.7112	NPC476349
Intermediate Similarity	0.7112	NPC476350
Intermediate Similarity	0.7104	NPC167576
Intermediate Similarity	0.7104	NPC78335
Intermediate Similarity	0.7104	NPC230713
Intermediate Similarity	0.7095	NPC53192
Intermediate Similarity	0.7086	NPC471237
Intermediate Similarity	0.7086	NPC163029
Intermediate Similarity	0.7086	NPC177967
Intermediate Similarity	0.7081	NPC235333
Intermediate Similarity	0.7081	NPC23559
Intermediate Similarity	0.7081	NPC213608
Intermediate Similarity	0.7081	NPC1477
Intermediate Similarity	0.7074	NPC115432
Intermediate Similarity	0.7074	NPC260296
Intermediate Similarity	0.7072	NPC51641
Intermediate Similarity	0.7072	NPC300267
Intermediate Similarity	0.7065	NPC106372
Intermediate Similarity	0.7065	NPC115324
Intermediate Similarity	0.7065	NPC170169
Intermediate Similarity	0.7065	NPC58668
Intermediate Similarity	0.7056	NPC225884
Intermediate Similarity	0.7049	NPC296030
Intermediate Similarity	0.7049	NPC221868
Intermediate Similarity	0.7049	NPC37208
Intermediate Similarity	0.7049	NPC178202
Intermediate Similarity	0.7049	NPC39929
Intermediate Similarity	0.7043	NPC297531
Intermediate Similarity	0.7043	NPC213936
Intermediate Similarity	0.7043	NPC99199
Intermediate Similarity	0.7043	NPC148938
Intermediate Similarity	0.7033	NPC252208
Intermediate Similarity	0.7033	NPC17816
Intermediate Similarity	0.7027	NPC5871
Intermediate Similarity	0.7027	NPC41326
Intermediate Similarity	0.7017	NPC155144
Remote Similarity	0.6995	NPC272194
Remote Similarity	0.6989	NPC72370
Remote Similarity	0.6989	NPC472462
Remote Similarity	0.6968	NPC268360
Remote Similarity	0.6968	NPC96342
Remote Similarity	0.6968	NPC65504
Remote Similarity	0.6968	NPC246647
Remote Similarity	0.6968	NPC164110
Remote Similarity	0.6968	NPC212967
Remote Similarity	0.6963	NPC155640
Remote Similarity	0.6957	NPC226578
Remote Similarity	0.6952	NPC198490
Remote Similarity	0.6943	NPC470566
Remote Similarity	0.6931	NPC40583
Remote Similarity	0.6923	NPC98926
Remote Similarity	0.6915	NPC180924
Remote Similarity	0.6915	NPC137100
Remote Similarity	0.6915	NPC13879
Remote Similarity	0.6907	NPC470567
Remote Similarity	0.6898	NPC122365
Remote Similarity	0.6898	NPC183874
Remote Similarity	0.6895	NPC300680
Remote Similarity	0.6875	NPC38591
Remote Similarity	0.6865	NPC73132
Remote Similarity	0.6865	NPC471235
Remote Similarity	0.6865	NPC235033
Remote Similarity	0.6856	NPC186392
Remote Similarity	0.6845	NPC263676
Remote Similarity	0.6842	NPC472877
Remote Similarity	0.6839	NPC291110
Remote Similarity	0.6834	NPC149571
Remote Similarity	0.6823	NPC3448
Remote Similarity	0.6823	NPC477239
Remote Similarity	0.6823	NPC84515
Remote Similarity	0.6823	NPC312056
Remote Similarity	0.6816	NPC81137
Remote Similarity	0.6813	NPC226942
Remote Similarity	0.6813	NPC96791
Remote Similarity	0.6813	NPC470636
Remote Similarity	0.6793	NPC299011
Remote Similarity	0.6791	NPC116604
Remote Similarity	0.6788	NPC89131
Remote Similarity	0.6788	NPC159508
Remote Similarity	0.6786	NPC120220
Remote Similarity	0.6778	NPC124269
Remote Similarity	0.6774	NPC317492
Remote Similarity	0.6772	NPC474542
Remote Similarity	0.6771	NPC188486
Remote Similarity	0.6769	NPC50394
Remote Similarity	0.6769	NPC320789
Remote Similarity	0.676	NPC213603
Remote Similarity	0.6753	NPC204088
Remote Similarity	0.6753	NPC136641
Remote Similarity	0.6753	NPC259007
Remote Similarity	0.6753	NPC29411
Remote Similarity	0.6753	NPC329215
Remote Similarity	0.6753	NPC169471
Remote Similarity	0.6751	NPC472584
Remote Similarity	0.6743	NPC11449
Remote Similarity	0.6739	NPC311741
Remote Similarity	0.6739	NPC184649
Remote Similarity	0.6739	NPC303185
Remote Similarity	0.6739	NPC311144
Remote Similarity	0.6739	NPC234629
Remote Similarity	0.6737	NPC45131
Remote Similarity	0.6736	NPC219861
Remote Similarity	0.6736	NPC272722
Remote Similarity	0.6735	NPC53252
Remote Similarity	0.6724	NPC196034
Remote Similarity	0.6722	NPC188879
Remote Similarity	0.6722	NPC228661
Remote Similarity	0.6722	NPC265181
Remote Similarity	0.6721	NPC144499
Remote Similarity	0.6721	NPC202981
Remote Similarity	0.672	NPC42458
Remote Similarity	0.672	NPC39195
Remote Similarity	0.672	NPC179170
Remote Similarity	0.672	NPC158261
Remote Similarity	0.672	NPC168085
Remote Similarity	0.672	NPC280025
Remote Similarity	0.6719	NPC220582
Remote Similarity	0.6719	NPC304839
Remote Similarity	0.6718	NPC323137
Remote Similarity	0.6718	NPC277480
Remote Similarity	0.6718	NPC53640
Remote Similarity	0.6717	NPC261471
Remote Similarity	0.6704	NPC472881
Remote Similarity	0.6703	NPC69769
Remote Similarity	0.6703	NPC235239
Remote Similarity	0.6703	NPC261227
Remote Similarity	0.6703	NPC270883
Remote Similarity	0.6703	NPC477955
Remote Similarity	0.6703	NPC28337
Remote Similarity	0.6703	NPC172986
Remote Similarity	0.6702	NPC145830
Remote Similarity	0.6702	NPC473282
Remote Similarity	0.6702	NPC294300
Remote Similarity	0.6702	NPC476404
Remote Similarity	0.6702	NPC317900
Remote Similarity	0.6702	NPC10051
Remote Similarity	0.6702	NPC104380
Remote Similarity	0.6702	NPC299094
Remote Similarity	0.6702	NPC217602
Remote Similarity	0.6701	NPC472581
Remote Similarity	0.6701	NPC109180
Remote Similarity	0.6701	NPC78830
Remote Similarity	0.6701	NPC218533
Remote Similarity	0.6701	NPC133065
Remote Similarity	0.6685	NPC106985
Remote Similarity	0.6685	NPC166138
Remote Similarity	0.6685	NPC262935
Remote Similarity	0.6685	NPC17262
Remote Similarity	0.6685	NPC11700
Remote Similarity	0.6685	NPC18585
Remote Similarity	0.6685	NPC113770
Remote Similarity	0.6685	NPC172182
Remote Similarity	0.6685	NPC251182
Remote Similarity	0.6684	NPC86477
Remote Similarity	0.6684	NPC65775
Remote Similarity	0.6684	NPC286230
Remote Similarity	0.6684	NPC30655
Remote Similarity	0.6684	NPC268008
Remote Similarity	0.6684	NPC10027
Remote Similarity	0.6684	NPC253730
Remote Similarity	0.6684	NPC247973
Remote Similarity	0.6684	NPC476459
Remote Similarity	0.6684	NPC304387
Remote Similarity	0.6684	NPC45124
Remote Similarity	0.6684	NPC74854
Remote Similarity	0.6667	NPC308200
Remote Similarity	0.6667	NPC253872
Remote Similarity	0.6667	NPC205006
Remote Similarity	0.6667	NPC125300
Remote Similarity	0.6667	NPC45449
Remote Similarity	0.6667	NPC474591
Remote Similarity	0.6667	NPC110969
Remote Similarity	0.6667	NPC36320

Drug Structure

NPD3269 OpenBabel08211703112D 29 31 0 0 0 0 0 0 0 0999 V2000 5.8147 1.2024 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 4.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5623 -1.7484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2565 -2.1085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5134 -1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3544 -2.7265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0486 -3.0866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7213 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0976 -3.3957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4034 -3.0355 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 5.7918 -3.7558 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6723 -0.1522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8896 -4.3738 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1691 1.6092 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.6328 -5.0429 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 15 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 10 2 0 0 0 0 7 13 1 0 0 0 0 8 10 1 0 0 0 0 8 14 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 18 1 0 0 0 0 11 28 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 21 1 0 0 0 0 15 17 2 0 0 0 0 15 27 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 18 23 2 0 0 0 0 19 24 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 25 28 2 0 0 0 0 26 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001842
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	448660
ChEBI
CAS Number

Drug Properties

Molecular Weight	528.92
ALogP	-0.0692
MLogP	2.56
XLogP	3.523
HDA	4
HBD	1
Rotatable Bonds	11
TPSA	96.2
RO5 Violation	0