NPASS drugs

Drug Information

Drug ID:	NPD7924
Drug Name:	itarnafloxin
Molecular Formula:	C35H33FN6O3
Canonical SMILES:	CN1CCC[C@H]1CCN=C(c1cn2c3cc4ccccc4cc3oc3c2c(c1=O)cc(c3N1CCC(C1)c1cnccn1)F)O
Standard InCHI:	InChI=1S/C35H33FN6O3/c1-40-13-4-7-24(40)8-10-39-35(44)26-20-42-29-15-21-5-2-3-6-22(21)16-30(29)45-34-31(42)25(33(26)43)17-27(36)32(34)41-14-9-23(19-41)28-18-37-11-12-38-28/h2-3,5-6,11-12,15-18,20,23-24H,4,7-10,13-14,19H2,1H3,(H,39,44)/t23?,24-/m0/s1
Standard InCHIKey:	WOQIDNWTQOYDLF-CGAIIQECSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7924

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	517
0.1-0.2	2520
0.2-0.3	9696
0.3-0.4	4706
0.4-0.5	10129
0.5-0.6	2236
0.6-0.7	1031
0.7-0.8	55
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	0.792	NPC208522
Intermediate Similarity	0.7805	NPC49547
Intermediate Similarity	0.7787	NPC74575
Intermediate Similarity	0.7746	NPC470018
Intermediate Similarity	0.7702	NPC329631
Intermediate Similarity	0.7577	NPC53534
Intermediate Similarity	0.754	NPC470022
Intermediate Similarity	0.75	NPC470017
Intermediate Similarity	0.7472	NPC152620
Intermediate Similarity	0.7472	NPC132385
Intermediate Similarity	0.747	NPC472061
Intermediate Similarity	0.7375	NPC329567
Intermediate Similarity	0.7375	NPC330683
Intermediate Similarity	0.7356	NPC137353
Intermediate Similarity	0.7354	NPC72905
Intermediate Similarity	0.7346	NPC270515
Intermediate Similarity	0.7346	NPC63971
Intermediate Similarity	0.7346	NPC91868
Intermediate Similarity	0.7314	NPC470020
Intermediate Similarity	0.7305	NPC101350
Intermediate Similarity	0.7287	NPC473312
Intermediate Similarity	0.7283	NPC258048
Intermediate Similarity	0.7266	NPC235685
Intermediate Similarity	0.7259	NPC142385
Intermediate Similarity	0.724	NPC322482
Intermediate Similarity	0.7188	NPC39370
Intermediate Similarity	0.7186	NPC26543
Intermediate Similarity	0.718	NPC478083
Intermediate Similarity	0.7176	NPC161801
Intermediate Similarity	0.7171	NPC41679
Intermediate Similarity	0.7149	NPC17565
Intermediate Similarity	0.7143	NPC41501
Intermediate Similarity	0.7137	NPC477112
Intermediate Similarity	0.7131	NPC216612
Intermediate Similarity	0.7109	NPC473186
Intermediate Similarity	0.7105	NPC329982
Intermediate Similarity	0.7105	NPC244543
Intermediate Similarity	0.7103	NPC65277
Intermediate Similarity	0.7097	NPC196449
Intermediate Similarity	0.7097	NPC314222
Intermediate Similarity	0.7096	NPC227824
Intermediate Similarity	0.7093	NPC295228
Intermediate Similarity	0.7082	NPC141053
Intermediate Similarity	0.7072	NPC178858
Intermediate Similarity	0.7072	NPC469734
Intermediate Similarity	0.7066	NPC475774
Intermediate Similarity	0.7061	NPC75179
Intermediate Similarity	0.7059	NPC274640
Intermediate Similarity	0.7045	NPC264176
Intermediate Similarity	0.7043	NPC207686
Intermediate Similarity	0.7036	NPC122436
Intermediate Similarity	0.703	NPC67401
Intermediate Similarity	0.7004	NPC260434
Intermediate Similarity	0.7004	NPC474688
Intermediate Similarity	0.7004	NPC476451
Remote Similarity	0.6996	NPC144452
Remote Similarity	0.6992	NPC314954
Remote Similarity	0.6988	NPC253675
Remote Similarity	0.6985	NPC475844
Remote Similarity	0.6985	NPC148889
Remote Similarity	0.6984	NPC225279
Remote Similarity	0.6981	NPC471891
Remote Similarity	0.6977	NPC469554
Remote Similarity	0.6977	NPC101543
Remote Similarity	0.6976	NPC472098
Remote Similarity	0.6962	NPC477549
Remote Similarity	0.6953	NPC195788
Remote Similarity	0.6953	NPC237901
Remote Similarity	0.6953	NPC257851
Remote Similarity	0.6952	NPC478080
Remote Similarity	0.6951	NPC82548
Remote Similarity	0.6932	NPC27041
Remote Similarity	0.6929	NPC210434
Remote Similarity	0.6926	NPC194740
Remote Similarity	0.6923	NPC174758
Remote Similarity	0.692	NPC146976
Remote Similarity	0.692	NPC477066
Remote Similarity	0.692	NPC237740
Remote Similarity	0.6912	NPC191489
Remote Similarity	0.6908	NPC30540
Remote Similarity	0.6905	NPC173080
Remote Similarity	0.6903	NPC133609
Remote Similarity	0.6902	NPC229893
Remote Similarity	0.6902	NPC51388
Remote Similarity	0.6899	NPC24019
Remote Similarity	0.6895	NPC290689
Remote Similarity	0.6894	NPC478081
Remote Similarity	0.6889	NPC478045
Remote Similarity	0.6887	NPC186351
Remote Similarity	0.6887	NPC6215
Remote Similarity	0.6887	NPC478078
Remote Similarity	0.6885	NPC22481
Remote Similarity	0.688	NPC250448
Remote Similarity	0.688	NPC476287
Remote Similarity	0.688	NPC236668
Remote Similarity	0.6877	NPC189079
Remote Similarity	0.6875	NPC472436
Remote Similarity	0.6873	NPC474701
Remote Similarity	0.687	NPC6786
Remote Similarity	0.6867	NPC220337
Remote Similarity	0.6865	NPC476041
Remote Similarity	0.6865	NPC304926
Remote Similarity	0.6856	NPC210296
Remote Similarity	0.6855	NPC260909
Remote Similarity	0.6854	NPC218388
Remote Similarity	0.685	NPC276657
Remote Similarity	0.685	NPC323969
Remote Similarity	0.685	NPC472099
Remote Similarity	0.6844	NPC474183
Remote Similarity	0.6838	NPC184408
Remote Similarity	0.6837	NPC315499
Remote Similarity	0.6834	NPC326363
Remote Similarity	0.6834	NPC278525
Remote Similarity	0.683	NPC478082
Remote Similarity	0.683	NPC477067
Remote Similarity	0.6824	NPC60621
Remote Similarity	0.6823	NPC478009
Remote Similarity	0.6822	NPC157931
Remote Similarity	0.682	NPC172222
Remote Similarity	0.6815	NPC287208
Remote Similarity	0.6812	NPC100734
Remote Similarity	0.6812	NPC315634
Remote Similarity	0.6812	NPC88923
Remote Similarity	0.6811	NPC193267
Remote Similarity	0.6811	NPC213530
Remote Similarity	0.6808	NPC475253
Remote Similarity	0.6806	NPC285343
Remote Similarity	0.6806	NPC15801
Remote Similarity	0.6806	NPC182907
Remote Similarity	0.6806	NPC189903
Remote Similarity	0.6805	NPC15406
Remote Similarity	0.6803	NPC165964
Remote Similarity	0.68	NPC328928
Remote Similarity	0.6798	NPC469727
Remote Similarity	0.6795	NPC471762
Remote Similarity	0.6792	NPC99891
Remote Similarity	0.6791	NPC17437
Remote Similarity	0.6787	NPC61038
Remote Similarity	0.6787	NPC469589
Remote Similarity	0.6784	NPC469439
Remote Similarity	0.678	NPC166722
Remote Similarity	0.6778	NPC183537
Remote Similarity	0.6778	NPC473188
Remote Similarity	0.6773	NPC110182
Remote Similarity	0.6772	NPC303658
Remote Similarity	0.6768	NPC108342
Remote Similarity	0.6768	NPC473187
Remote Similarity	0.6765	NPC85879
Remote Similarity	0.6765	NPC53255
Remote Similarity	0.6765	NPC472435
Remote Similarity	0.6759	NPC274982
Remote Similarity	0.6758	NPC280799
Remote Similarity	0.6755	NPC477861
Remote Similarity	0.6754	NPC475666
Remote Similarity	0.6754	NPC107123
Remote Similarity	0.6752	NPC74619
Remote Similarity	0.6752	NPC284685
Remote Similarity	0.6752	NPC129897
Remote Similarity	0.6749	NPC279589
Remote Similarity	0.6748	NPC211813
Remote Similarity	0.6748	NPC57398
Remote Similarity	0.6746	NPC162530
Remote Similarity	0.6744	NPC473449
Remote Similarity	0.6744	NPC179287
Remote Similarity	0.6743	NPC201508
Remote Similarity	0.6742	NPC184680
Remote Similarity	0.6742	NPC291609
Remote Similarity	0.674	NPC13603
Remote Similarity	0.6739	NPC471978
Remote Similarity	0.6734	NPC175602
Remote Similarity	0.6732	NPC293151
Remote Similarity	0.6731	NPC246381
Remote Similarity	0.673	NPC90875
Remote Similarity	0.673	NPC325976
Remote Similarity	0.6729	NPC81175
Remote Similarity	0.6727	NPC471979
Remote Similarity	0.6727	NPC315467
Remote Similarity	0.6727	NPC473833
Remote Similarity	0.6725	NPC45048
Remote Similarity	0.6721	NPC474916
Remote Similarity	0.6721	NPC245816
Remote Similarity	0.6721	NPC53144
Remote Similarity	0.6721	NPC476138
Remote Similarity	0.672	NPC174672
Remote Similarity	0.6719	NPC132642
Remote Similarity	0.6718	NPC196718
Remote Similarity	0.6718	NPC24370
Remote Similarity	0.6718	NPC319232
Remote Similarity	0.6718	NPC102593
Remote Similarity	0.6718	NPC909
Remote Similarity	0.6718	NPC475338
Remote Similarity	0.6717	NPC131486
Remote Similarity	0.6717	NPC470784
Remote Similarity	0.6717	NPC470785
Remote Similarity	0.6716	NPC472434
Remote Similarity	0.6716	NPC77878
Remote Similarity	0.6716	NPC78609
Remote Similarity	0.6716	NPC81939
Remote Similarity	0.6715	NPC475746
Remote Similarity	0.6706	NPC473310

Drug Structure

NPD7924 OpenBabel08211712032D 46 53 0 0 1 0 0 0 0 0999 V2000 5.4996 -0.2393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2770 2.8203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4566 3.2940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6975 1.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2770 1.8730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6362 2.8203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2197 0.5720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6305 -1.0432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9420 -0.1681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3175 -1.6777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7191 -2.2051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6139 -1.2746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6098 1.1698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0099 -0.0775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4566 0.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8158 1.3994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0373 -2.8258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1074 -2.3872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3365 -1.5570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4269 -1.4534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4566 1.3994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6362 1.8730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1438 -1.0825 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.8366 -0.1309 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7898 -2.3683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4145 -2.3897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8408 -2.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0022 -1.4567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6362 -0.0216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8158 0.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8021 -1.4320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8285 -1.4104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5989 -2.8474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0124 -0.9419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2184 -2.8676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6616 -2.8059 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.9658 -2.7614 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7555 -0.9004 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1114 -2.5899 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6957 0.2385 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6358 -0.9359 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6238 -0.9635 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5916 -3.7868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0123 -3.7798 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1193 -4.0575 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 40 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 4 13 1 0 0 0 0 5 21 2 0 0 0 0 6 22 2 0 0 0 0 7 24 1 0 0 0 0 8 10 1 0 0 0 0 9 14 1 0 0 0 0 9 23 1 0 0 0 0 10 39 1 0 0 0 0 11 12 1 0 0 0 0 11 37 2 0 0 0 0 12 38 2 0 0 0 0 13 40 1 0 0 0 0 14 41 1 0 0 0 0 15 21 1 0 0 0 0 15 29 2 0 0 0 0 16 22 1 0 0 0 0 16 30 2 0 0 0 0 17 25 2 0 0 0 0 17 27 1 0 0 0 0 18 28 2 0 0 0 0 18 37 1 0 0 0 0 19 23 1 0 0 0 0 19 41 1 0 0 0 0 20 26 2 0 0 0 0 20 42 1 0 0 0 0 21 22 1 0 0 0 0 23 28 1 0 0 0 0 24 8 1 6 0 0 0 24 40 1 0 0 0 0 25 31 1 0 0 0 0 25 33 1 0 0 0 0 26 33 1 0 0 0 0 26 35 1 0 0 0 0 27 32 2 0 0 0 0 27 36 1 0 0 0 0 28 38 1 0 0 0 0 29 30 1 0 0 0 0 29 42 1 0 0 0 0 30 45 1 0 0 0 0 31 34 2 0 0 0 0 31 42 1 0 0 0 0 32 34 1 0 0 0 0 32 41 1 0 0 0 0 33 43 2 0 0 0 0 34 45 1 0 0 0 0 35 39 2 3 0 0 0 35 44 1 0 0 0 0 44 46 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007945
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	604.26
ALogP	-1.813
MLogP	4.21
XLogP	6.551
HDA	8
HBD	1
Rotatable Bonds	9
TPSA	94.39
RO5 Violation	1