NPASS drugs

Drug Information

Drug ID:	NPD7617
Drug Name:	443C81
Molecular Formula:	C31H42N10O8
Canonical SMILES:	NC(=N)NCCC[C@@H](C(=NCC(=N[C@H](C(=O)N1CCC[C@H]1C(=N)O)Cc1ccc(cc1)N(=O)=O)O)O)N=C([C@@H](Cc1ccc(cc1)O)N)O
Standard InCHI:	InChI=1S/C31H42N10O8/c32-22(15-18-7-11-21(42)12-8-18)28(45)39-23(3-1-13-36-31(34)35)29(46)37-17-26(43)38-24(16-19-5-9-20(10-6-19)41(48)49)30(47)40-14-2-4-25(40)27(33)44/h5-12,22-25,42H,1-4,13-17,32H2,(H2,33,44)(H,37,46)(H,38,43)(H,39,45)(H4,34,35,36)/t22-,23+,24+,25+/m1/s1
Standard InCHIKey:	KCFHMBXKJQJYFK-ROHNOIKCSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7617

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	274
0.1-0.2	1662
0.2-0.3	9701
0.3-0.4	4116
0.4-0.5	11657
0.5-0.6	2942
0.6-0.7	452
0.7-0.8	79
0.8-0.85	7
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	0.8249	NPC475532
Intermediate Similarity	0.8202	NPC165285
Intermediate Similarity	0.8202	NPC17698
Intermediate Similarity	0.8079	NPC129486
Intermediate Similarity	0.8079	NPC280022
Intermediate Similarity	0.8034	NPC198254
Intermediate Similarity	0.8034	NPC274198
Intermediate Similarity	0.7933	NPC276506
Intermediate Similarity	0.7869	NPC97526
Intermediate Similarity	0.7869	NPC119652
Intermediate Similarity	0.7857	NPC196243
Intermediate Similarity	0.774	NPC469243
Intermediate Similarity	0.773	NPC153554
Intermediate Similarity	0.7719	NPC16188
Intermediate Similarity	0.7701	NPC202198
Intermediate Similarity	0.7654	NPC133470
Intermediate Similarity	0.7654	NPC191863
Intermediate Similarity	0.7654	NPC289776
Intermediate Similarity	0.764	NPC475544
Intermediate Similarity	0.7624	NPC328649
Intermediate Similarity	0.7611	NPC223207
Intermediate Similarity	0.7598	NPC241794
Intermediate Similarity	0.7579	NPC94862
Intermediate Similarity	0.7569	NPC471771
Intermediate Similarity	0.7569	NPC290755
Intermediate Similarity	0.7569	NPC304074
Intermediate Similarity	0.754	NPC170302
Intermediate Similarity	0.754	NPC475564
Intermediate Similarity	0.754	NPC475409
Intermediate Similarity	0.7527	NPC473546
Intermediate Similarity	0.7514	NPC473580
Intermediate Similarity	0.7447	NPC39822
Intermediate Similarity	0.7443	NPC233702
Intermediate Similarity	0.744	NPC267237
Intermediate Similarity	0.7427	NPC476989
Intermediate Similarity	0.7412	NPC242159
Intermediate Similarity	0.7412	NPC313694
Intermediate Similarity	0.7409	NPC240130
Intermediate Similarity	0.7409	NPC61332
Intermediate Similarity	0.7401	NPC56685
Intermediate Similarity	0.7391	NPC66490
Intermediate Similarity	0.7377	NPC61004
Intermediate Similarity	0.7347	NPC477632
Intermediate Similarity	0.7347	NPC477638
Intermediate Similarity	0.7322	NPC63931
Intermediate Similarity	0.7316	NPC473404
Intermediate Similarity	0.7314	NPC311658
Intermediate Similarity	0.7296	NPC302715
Intermediate Similarity	0.7293	NPC244336
Intermediate Similarity	0.7288	NPC473491
Intermediate Similarity	0.7267	NPC48202
Intermediate Similarity	0.7267	NPC214988
Intermediate Similarity	0.7243	NPC141957
Intermediate Similarity	0.7238	NPC323336
Intermediate Similarity	0.7238	NPC326349
Intermediate Similarity	0.7222	NPC329295
Intermediate Similarity	0.722	NPC471561
Intermediate Similarity	0.7216	NPC96275
Intermediate Similarity	0.7207	NPC5194
Intermediate Similarity	0.7207	NPC261934
Intermediate Similarity	0.7177	NPC471531
Intermediate Similarity	0.715	NPC471532
Intermediate Similarity	0.7143	NPC477636
Intermediate Similarity	0.7143	NPC51047
Intermediate Similarity	0.7136	NPC477639
Intermediate Similarity	0.7135	NPC189116
Intermediate Similarity	0.7128	NPC89831
Intermediate Similarity	0.7127	NPC476268
Intermediate Similarity	0.7127	NPC244509
Intermediate Similarity	0.712	NPC194671
Intermediate Similarity	0.712	NPC269750
Intermediate Similarity	0.7111	NPC262166
Intermediate Similarity	0.7092	NPC102959
Intermediate Similarity	0.709	NPC137627
Intermediate Similarity	0.7083	NPC323244
Intermediate Similarity	0.7071	NPC477631
Intermediate Similarity	0.7059	NPC302597
Intermediate Similarity	0.7056	NPC60516
Intermediate Similarity	0.7053	NPC471165
Intermediate Similarity	0.7053	NPC136797
Intermediate Similarity	0.7053	NPC279871
Intermediate Similarity	0.7053	NPC26108
Intermediate Similarity	0.7039	NPC254798
Intermediate Similarity	0.7005	NPC478005
Intermediate Similarity	0.7005	NPC246591
Intermediate Similarity	0.7	NPC306804
Remote Similarity	0.699	NPC225400
Remote Similarity	0.6984	NPC475204
Remote Similarity	0.6984	NPC475123
Remote Similarity	0.698	NPC477552
Remote Similarity	0.698	NPC477550
Remote Similarity	0.6976	NPC473460
Remote Similarity	0.6963	NPC478007
Remote Similarity	0.6957	NPC472538
Remote Similarity	0.6957	NPC470786
Remote Similarity	0.6957	NPC471155
Remote Similarity	0.6955	NPC328924
Remote Similarity	0.6942	NPC473422
Remote Similarity	0.6935	NPC470728
Remote Similarity	0.6923	NPC270241
Remote Similarity	0.6915	NPC80514
Remote Similarity	0.6912	NPC477551
Remote Similarity	0.6906	NPC184225
Remote Similarity	0.6901	NPC325651
Remote Similarity	0.6898	NPC478008
Remote Similarity	0.6895	NPC46009
Remote Similarity	0.6893	NPC168861
Remote Similarity	0.6864	NPC326363
Remote Similarity	0.6853	NPC235194
Remote Similarity	0.6852	NPC473317
Remote Similarity	0.6828	NPC319320
Remote Similarity	0.6828	NPC287757
Remote Similarity	0.6825	NPC254700
Remote Similarity	0.6823	NPC248670
Remote Similarity	0.6821	NPC257390
Remote Similarity	0.6821	NPC326966
Remote Similarity	0.6804	NPC319232
Remote Similarity	0.6804	NPC24370
Remote Similarity	0.6802	NPC294951
Remote Similarity	0.6791	NPC114806
Remote Similarity	0.6788	NPC158277
Remote Similarity	0.6774	NPC324850
Remote Similarity	0.6771	NPC328494
Remote Similarity	0.676	NPC326241
Remote Similarity	0.6758	NPC125597
Remote Similarity	0.6757	NPC469903
Remote Similarity	0.6756	NPC28945
Remote Similarity	0.6753	NPC50016
Remote Similarity	0.6748	NPC469443
Remote Similarity	0.6743	NPC474473
Remote Similarity	0.6741	NPC325976
Remote Similarity	0.6738	NPC314882
Remote Similarity	0.6738	NPC24617
Remote Similarity	0.6736	NPC273755
Remote Similarity	0.6727	NPC214142
Remote Similarity	0.6723	NPC132636
Remote Similarity	0.6703	NPC9373
Remote Similarity	0.6702	NPC209463
Remote Similarity	0.6702	NPC107938
Remote Similarity	0.6702	NPC294516
Remote Similarity	0.6701	NPC477637
Remote Similarity	0.6701	NPC159767
Remote Similarity	0.6701	NPC155506
Remote Similarity	0.6697	NPC124920
Remote Similarity	0.6697	NPC261251
Remote Similarity	0.6697	NPC34580
Remote Similarity	0.6697	NPC118559
Remote Similarity	0.6697	NPC304307
Remote Similarity	0.6684	NPC230611
Remote Similarity	0.6684	NPC45037
Remote Similarity	0.6667	NPC100547
Remote Similarity	0.6667	NPC255447
Remote Similarity	0.6667	NPC471785
Remote Similarity	0.6667	NPC315388
Remote Similarity	0.6667	NPC68650
Remote Similarity	0.6651	NPC295548
Remote Similarity	0.665	NPC204970
Remote Similarity	0.6637	NPC322135
Remote Similarity	0.6637	NPC223409
Remote Similarity	0.6637	NPC95240
Remote Similarity	0.6634	NPC283207
Remote Similarity	0.6634	NPC163961
Remote Similarity	0.6634	NPC473305
Remote Similarity	0.6633	NPC471049
Remote Similarity	0.6633	NPC471050
Remote Similarity	0.6633	NPC471048
Remote Similarity	0.6632	NPC40234
Remote Similarity	0.663	NPC324081
Remote Similarity	0.6622	NPC220852
Remote Similarity	0.6622	NPC323752
Remote Similarity	0.6615	NPC476227
Remote Similarity	0.6615	NPC473402
Remote Similarity	0.6614	NPC473003
Remote Similarity	0.6614	NPC469902
Remote Similarity	0.6613	NPC473002
Remote Similarity	0.6607	NPC14288
Remote Similarity	0.6601	NPC276430
Remote Similarity	0.66	NPC307396
Remote Similarity	0.66	NPC138083
Remote Similarity	0.6593	NPC81026
Remote Similarity	0.6578	NPC54803
Remote Similarity	0.6578	NPC321592
Remote Similarity	0.6566	NPC32064
Remote Similarity	0.656	NPC248601
Remote Similarity	0.6557	NPC220060
Remote Similarity	0.6557	NPC119569
Remote Similarity	0.6549	NPC323198
Remote Similarity	0.6549	NPC284888
Remote Similarity	0.6541	NPC7817
Remote Similarity	0.6541	NPC475168
Remote Similarity	0.654	NPC81845
Remote Similarity	0.6538	NPC266741
Remote Similarity	0.6537	NPC328763
Remote Similarity	0.6535	NPC285343
Remote Similarity	0.6531	NPC473354
Remote Similarity	0.6531	NPC164608
Remote Similarity	0.6526	NPC469444
Remote Similarity	0.6524	NPC311357
Remote Similarity	0.6522	NPC146370
Remote Similarity	0.652	NPC245055

Drug Structure

NPD7617 OpenBabel08211712022D 61 63 0 0 1 0 0 0 0 0999 V2000 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 7.0000 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 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 -0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 -2.5981 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 0.6994 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 9.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 9.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 7.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 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 5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 8.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 -0.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9190 1.0084 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 10.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 10.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 8.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4543 -0.6389 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 13 1 0 0 0 0 2 4 1 0 0 0 0 2 14 1 0 0 0 0 4 25 1 0 0 0 0 5 9 1 0 0 0 0 5 19 2 0 0 0 0 6 10 2 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 7 18 2 0 0 0 0 8 12 2 0 0 0 0 8 18 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 36 1 0 0 0 0 14 40 1 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 26 1 0 0 0 0 17 37 1 0 0 0 0 20 41 1 0 0 0 0 21 42 1 0 0 0 0 22 15 1 6 0 0 0 22 28 1 0 0 0 0 22 32 1 0 0 0 0 23 3 1 1 0 0 0 23 29 1 0 0 0 0 23 39 1 0 0 0 0 24 16 1 1 0 0 0 24 30 1 0 0 0 0 24 38 1 0 0 0 0 25 27 1 1 0 0 0 25 40 1 0 0 0 0 26 38 2 3 0 0 0 26 43 1 0 0 0 0 27 33 2 0 0 0 0 27 44 1 0 0 0 0 28 39 2 3 0 0 0 28 45 1 0 0 0 0 29 37 2 3 0 0 0 29 46 1 0 0 0 0 30 40 1 0 0 0 0 30 47 2 0 0 0 0 31 34 2 0 0 0 0 31 35 1 0 0 0 0 31 36 1 0 0 0 0 32 50 1 0 0 0 0 32 51 1 0 0 0 0 33 52 1 0 0 0 0 34 53 1 0 0 0 0 35 54 1 0 0 0 0 35 55 1 0 0 0 0 36 56 1 0 0 0 0 41 48 2 0 0 0 0 41 49 2 0 0 0 0 42 57 1 0 0 0 0 43 58 1 0 0 0 0 44 59 1 0 0 0 0 45 60 1 0 0 0 0 46 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013025
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	682.32
ALogP	-3.815
MLogP	2.89
XLogP	1.915
HDA	14
HBD	10
Rotatable Bonds	27
TPSA	313.45
RO5 Violation	3