NPASS drugs

Drug Information

Drug ID:	NPD8417
Drug Name:	A-74273
Molecular Formula:	C44H74N4O8
Canonical SMILES:	CCCC[C@@H](C(=N[C@H]([C@H](C[C@@H](C(=NCCCN1CCOCC1)O)C(C)C)O)CC1CCCCC1)O)O[C@H](C(=O)N1CCC(CC1)OCOC)Cc1ccccc1
Standard InCHI:	InChI=1S/C44H74N4O8/c1-5-6-18-40(56-41(30-35-16-11-8-12-17-35)44(52)48-23-19-36(20-24-48)55-32-53-4)43(51)46-38(29-34-14-9-7-10-15-34)39(49)31-37(33(2)3)42(50)45-21-13-22-47-25-27-54-28-26-47/h8,11-12,16-17,33-34,36-41,49H,5-7,9-10,13-15,18-32H2,1-4H3,(H,45,50)(H,46,51)/t37-,38+,39+,40+,41+/m1/s1
Standard InCHIKey:	NVMVSIUABPBQIL-ORLFITTNSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8417

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	111
0.1-0.2	668
0.2-0.3	1663
0.3-0.4	7116
0.4-0.5	15830
0.5-0.6	4877
0.6-0.7	509
0.7-0.8	115
0.8-0.85	1
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	0.8	NPC127741
Intermediate Similarity	0.7962	NPC162104
Intermediate Similarity	0.7895	NPC268841
Intermediate Similarity	0.7895	NPC307357
Intermediate Similarity	0.7895	NPC46098
Intermediate Similarity	0.7826	NPC197743
Intermediate Similarity	0.7826	NPC297145
Intermediate Similarity	0.7763	NPC68865
Intermediate Similarity	0.7692	NPC209509
Intermediate Similarity	0.7677	NPC139326
Intermediate Similarity	0.7613	NPC269398
Intermediate Similarity	0.7613	NPC263493
Intermediate Similarity	0.7595	NPC225648
Intermediate Similarity	0.7595	NPC329761
Intermediate Similarity	0.7595	NPC135121
Intermediate Similarity	0.7595	NPC145113
Intermediate Similarity	0.758	NPC5620
Intermediate Similarity	0.7548	NPC239762
Intermediate Similarity	0.7548	NPC163392
Intermediate Similarity	0.7547	NPC471820
Intermediate Similarity	0.7547	NPC105717
Intermediate Similarity	0.7547	NPC471821
Intermediate Similarity	0.7532	NPC471265
Intermediate Similarity	0.7532	NPC471264
Intermediate Similarity	0.753	NPC471051
Intermediate Similarity	0.753	NPC471052
Intermediate Similarity	0.753	NPC471053
Intermediate Similarity	0.7484	NPC178662
Intermediate Similarity	0.7484	NPC470884
Intermediate Similarity	0.7484	NPC92784
Intermediate Similarity	0.7484	NPC98424
Intermediate Similarity	0.7484	NPC476133
Intermediate Similarity	0.7469	NPC122590
Intermediate Similarity	0.7468	NPC201244
Intermediate Similarity	0.7468	NPC477217
Intermediate Similarity	0.7452	NPC197682
Intermediate Similarity	0.7421	NPC262077
Intermediate Similarity	0.741	NPC471527
Intermediate Similarity	0.7405	NPC476978
Intermediate Similarity	0.7391	NPC2501
Intermediate Similarity	0.7391	NPC129666
Intermediate Similarity	0.7389	NPC168113
Intermediate Similarity	0.7362	NPC286551
Intermediate Similarity	0.7351	NPC89923
Intermediate Similarity	0.7351	NPC105114
Intermediate Similarity	0.7351	NPC239990
Intermediate Similarity	0.7351	NPC152850
Intermediate Similarity	0.7351	NPC71933
Intermediate Similarity	0.7342	NPC176226
Intermediate Similarity	0.7342	NPC161069
Intermediate Similarity	0.7329	NPC240848
Intermediate Similarity	0.7296	NPC52748
Intermediate Similarity	0.7285	NPC136453
Intermediate Similarity	0.7283	NPC473354
Intermediate Similarity	0.7241	NPC50016
Intermediate Similarity	0.7219	NPC47667
Intermediate Similarity	0.7215	NPC476259
Intermediate Similarity	0.7211	NPC237420
Intermediate Similarity	0.7209	NPC196091
Intermediate Similarity	0.7208	NPC157311
Intermediate Similarity	0.7184	NPC26108
Intermediate Similarity	0.7184	NPC477462
Intermediate Similarity	0.7184	NPC476227
Intermediate Similarity	0.7179	NPC248283
Intermediate Similarity	0.7161	NPC8761
Intermediate Similarity	0.7161	NPC44805
Intermediate Similarity	0.716	NPC138775
Intermediate Similarity	0.7152	NPC473341
Intermediate Similarity	0.7143	NPC62104
Intermediate Similarity	0.7143	NPC1390
Intermediate Similarity	0.7126	NPC273755
Intermediate Similarity	0.7124	NPC319766
Intermediate Similarity	0.711	NPC40234
Intermediate Similarity	0.7105	NPC474847
Intermediate Similarity	0.7097	NPC255447
Intermediate Similarity	0.7095	NPC471050
Intermediate Similarity	0.7095	NPC471049
Intermediate Similarity	0.7095	NPC470546
Intermediate Similarity	0.7095	NPC471048
Intermediate Similarity	0.7095	NPC294951
Intermediate Similarity	0.7095	NPC310467
Intermediate Similarity	0.7089	NPC43755
Intermediate Similarity	0.7086	NPC155506
Intermediate Similarity	0.7086	NPC159767
Intermediate Similarity	0.7079	NPC476321
Intermediate Similarity	0.7069	NPC89831
Intermediate Similarity	0.7062	NPC45037
Intermediate Similarity	0.7059	NPC73655
Intermediate Similarity	0.7055	NPC33742
Intermediate Similarity	0.7039	NPC471526
Intermediate Similarity	0.7032	NPC69496
Intermediate Similarity	0.7029	NPC248670
Intermediate Similarity	0.7029	NPC306804
Intermediate Similarity	0.7029	NPC137627
Intermediate Similarity	0.7027	NPC169328
Intermediate Similarity	0.7027	NPC470545
Intermediate Similarity	0.7025	NPC476102
Intermediate Similarity	0.7025	NPC474855
Intermediate Similarity	0.7025	NPC293377
Intermediate Similarity	0.7025	NPC260045
Intermediate Similarity	0.7025	NPC273907
Intermediate Similarity	0.7025	NPC76785
Intermediate Similarity	0.7025	NPC474787
Intermediate Similarity	0.7025	NPC475598
Intermediate Similarity	0.7025	NPC475318
Intermediate Similarity	0.7025	NPC90194
Intermediate Similarity	0.7025	NPC9687
Intermediate Similarity	0.7025	NPC151706
Intermediate Similarity	0.7025	NPC474811
Intermediate Similarity	0.7025	NPC79465
Intermediate Similarity	0.7025	NPC49577
Intermediate Similarity	0.7025	NPC118099
Intermediate Similarity	0.7017	NPC291759
Intermediate Similarity	0.7006	NPC245836
Intermediate Similarity	0.7006	NPC287401
Intermediate Similarity	0.7006	NPC233910
Remote Similarity	0.6994	NPC294516
Remote Similarity	0.6994	NPC107938
Remote Similarity	0.6989	NPC317362
Remote Similarity	0.6989	NPC326407
Remote Similarity	0.6989	NPC318930
Remote Similarity	0.6989	NPC279871
Remote Similarity	0.6989	NPC471165
Remote Similarity	0.6989	NPC149962
Remote Similarity	0.6989	NPC317725
Remote Similarity	0.6977	NPC22883
Remote Similarity	0.6977	NPC210377
Remote Similarity	0.6977	NPC5719
Remote Similarity	0.6977	NPC217804
Remote Similarity	0.6974	NPC46427
Remote Similarity	0.6974	NPC6975
Remote Similarity	0.6971	NPC230611
Remote Similarity	0.6968	NPC123859
Remote Similarity	0.6968	NPC111428
Remote Similarity	0.6968	NPC473322
Remote Similarity	0.6961	NPC133591
Remote Similarity	0.6959	NPC470544
Remote Similarity	0.6957	NPC469426
Remote Similarity	0.6957	NPC469427
Remote Similarity	0.6952	NPC144314
Remote Similarity	0.6948	NPC65310
Remote Similarity	0.6943	NPC246079
Remote Similarity	0.6933	NPC315266
Remote Similarity	0.6915	NPC50548
Remote Similarity	0.6908	NPC317474
Remote Similarity	0.6908	NPC84281
Remote Similarity	0.6908	NPC213126
Remote Similarity	0.6908	NPC291027
Remote Similarity	0.6908	NPC252878
Remote Similarity	0.6908	NPC169485
Remote Similarity	0.6902	NPC163961
Remote Similarity	0.6902	NPC473305
Remote Similarity	0.6897	NPC63040
Remote Similarity	0.6897	NPC473502
Remote Similarity	0.6893	NPC473402
Remote Similarity	0.6893	NPC278272
Remote Similarity	0.6893	NPC120667
Remote Similarity	0.689	NPC314358
Remote Similarity	0.6887	NPC200964
Remote Similarity	0.6887	NPC478015
Remote Similarity	0.6887	NPC45777
Remote Similarity	0.6887	NPC478016
Remote Similarity	0.6887	NPC478014
Remote Similarity	0.6887	NPC190663
Remote Similarity	0.6887	NPC477061
Remote Similarity	0.6886	NPC300443
Remote Similarity	0.6883	NPC101719
Remote Similarity	0.6879	NPC63931
Remote Similarity	0.6879	NPC130309
Remote Similarity	0.6872	NPC194671
Remote Similarity	0.6872	NPC269750
Remote Similarity	0.6871	NPC276949
Remote Similarity	0.6871	NPC35850
Remote Similarity	0.6864	NPC476268
Remote Similarity	0.6863	NPC474082
Remote Similarity	0.6863	NPC175726
Remote Similarity	0.6863	NPC35996
Remote Similarity	0.6859	NPC469666
Remote Similarity	0.6842	NPC242728
Remote Similarity	0.6842	NPC202521
Remote Similarity	0.6839	NPC15068
Remote Similarity	0.6835	NPC246913
Remote Similarity	0.6831	NPC207033
Remote Similarity	0.6831	NPC38823
Remote Similarity	0.6829	NPC316008
Remote Similarity	0.6829	NPC313867
Remote Similarity	0.6818	NPC475123
Remote Similarity	0.6818	NPC476260
Remote Similarity	0.6818	NPC475204
Remote Similarity	0.6818	NPC222466
Remote Similarity	0.6818	NPC476241
Remote Similarity	0.6797	NPC160493
Remote Similarity	0.6793	NPC94862
Remote Similarity	0.6788	NPC49565
Remote Similarity	0.6776	NPC476990
Remote Similarity	0.6774	NPC473407
Remote Similarity	0.6774	NPC476179
Remote Similarity	0.6774	NPC473378
Remote Similarity	0.6774	NPC476125
Remote Similarity	0.6768	NPC314388

Drug Structure

NPD8417 OpenBabel08211713022D 59 62 0 0 1 0 0 0 0 0999 V2000 -6.0622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.4545 -4.5000 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 -6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -8.5000 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 -12.1244 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -5.5000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -6.0000 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 -1.7321 -0.0000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.6603 -4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.5263 -5.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 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 -7.7942 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.5885 -4.0000 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 -13.8564 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 33 1 0 0 0 0 3 33 1 0 0 0 0 4 53 1 0 0 0 0 5 6 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 10 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 13 21 1 0 0 0 0 13 22 1 0 0 0 0 14 34 1 0 0 0 0 15 34 1 0 0 0 0 16 35 2 0 0 0 0 17 35 1 0 0 0 0 19 23 1 0 0 0 0 19 36 1 0 0 0 0 20 24 1 0 0 0 0 20 36 1 0 0 0 0 21 45 1 0 0 0 0 22 47 1 0 0 0 0 23 48 1 0 0 0 0 24 48 1 0 0 0 0 25 27 1 0 0 0 0 25 47 1 0 0 0 0 26 28 1 0 0 0 0 26 47 1 0 0 0 0 27 54 1 0 0 0 0 28 54 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 32 53 1 0 0 0 0 32 55 1 0 0 0 0 33 37 1 0 0 0 0 36 55 1 0 0 0 0 37 31 1 6 0 0 0 37 42 1 0 0 0 0 38 29 1 1 0 0 0 38 39 1 0 0 0 0 38 46 1 0 0 0 0 39 31 1 1 0 0 0 39 49 1 0 0 0 0 40 18 1 6 0 0 0 40 43 1 0 0 0 0 40 56 1 0 0 0 0 41 30 1 1 0 0 0 41 44 1 0 0 0 0 41 56 1 0 0 0 0 42 45 2 3 0 0 0 42 50 1 0 0 0 0 43 46 2 3 0 0 0 43 51 1 0 0 0 0 44 48 1 0 0 0 0 44 52 2 0 0 0 0 49 57 1 0 0 0 0 50 58 1 0 0 0 0 51 59 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002124
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	786.55
ALogP	-3.7964
MLogP	4.98
XLogP	8.98
HDA	12
HBD	3
Rotatable Bonds	32
TPSA	145.88
RO5 Violation	3