NPASS Natural Product

Natural Product: NPC176245

Natural Product ID:	NPC176245
Common Name:	Munroniamide
IUPAC Name:
Synonyms:
Molecular Formula:	C31H39N3O9
Standard InCHIKey:	USEFZMBCGFCDMO-PNBNEUEUSA-N
Standard InCHI:	InChI=1S/C31H39N3O9/c1-15-24-25(41-22(37)7-10-29(24,5)19-14-23(38)43-28(19,3)4)26(40-16(2)35)30(6)18(13-20-31(15,30)42-20)17-9-12-34(27(17)39)21(36)8-11-33-32/h7,9-10,18-20,24-26,33H,1,8,11-14,32H2,2-6H3/t18-,19-,20+,24+,25+,26-,29-,30+,31+/m0/s1
Canonical SMILES:	NNCCC(=O)N1CC=C(C1=O)[C@@H]1C[C@@H]2[C@]3([C@@]1(C)[C@@H](OC(=O)C)[C@@H]1OC(=O)C=C[C@@]([C@@H]1C3=C)(C)[C@H]1CC(=O)OC1(C)C)O2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO3216	Comactinia meridionalis	Species	Comatulidae	Eukaryota	UNPD*
NPO9173	Munronia henryi	Species	Meliaceae	Eukaryota	UNPD*
NPO27626	Limonia acidissima	Species	Rutaceae	Eukaryota	UNPD*

Biological Activity

Activity Type	# Activity
Others	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT785	Organism	Pieris brassicae	Pieris brassicae	Activity	=	27.6	%	14611152

Similar Natural Products in NPASS

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

● The left chart: Distribution of similarity level between NPC176245 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	127
0.1-0.2	880
0.2-0.3	3286
0.3-0.4	13007
0.4-0.5	9309
0.5-0.6	3982
0.6-0.7	289
0.7-0.8	9
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7647	Intermediate Similarity	NPC476558
0.7639	Intermediate Similarity	NPC4548
0.7582	Intermediate Similarity	NPC246209
0.7361	Intermediate Similarity	NPC470793
0.7279	Intermediate Similarity	NPC143755
0.7237	Intermediate Similarity	NPC470851
0.7211	Intermediate Similarity	NPC472667
0.7059	Intermediate Similarity	NPC470850
0.7027	Intermediate Similarity	NPC159928
0.6776	Remote Similarity	NPC310511
0.6711	Remote Similarity	NPC90472
0.6689	Remote Similarity	NPC470420
0.6688	Remote Similarity	NPC175186
0.6646	Remote Similarity	NPC471170
0.6582	Remote Similarity	NPC104382
0.6582	Remote Similarity	NPC475371
0.6582	Remote Similarity	NPC231529
0.6558	Remote Similarity	NPC470277
0.6543	Remote Similarity	NPC243902
0.6536	Remote Similarity	NPC475520
0.6536	Remote Similarity	NPC312536
0.6536	Remote Similarity	NPC469380
0.65	Remote Similarity	NPC189393
0.65	Remote Similarity	NPC90814
0.6494	Remote Similarity	NPC151616
0.6486	Remote Similarity	NPC471934
0.6486	Remote Similarity	NPC469370
0.6474	Remote Similarity	NPC473979
0.6474	Remote Similarity	NPC129992
0.6471	Remote Similarity	NPC475372
0.6471	Remote Similarity	NPC473720
0.646	Remote Similarity	NPC476111
0.6456	Remote Similarity	NPC287423
0.6443	Remote Similarity	NPC253906
0.6424	Remote Similarity	NPC470120
0.6415	Remote Similarity	NPC476957
0.641	Remote Similarity	NPC257017
0.641	Remote Similarity	NPC162009
0.6395	Remote Similarity	NPC470975
0.6395	Remote Similarity	NPC470979
0.6395	Remote Similarity	NPC103088
0.6392	Remote Similarity	NPC473635
0.6387	Remote Similarity	NPC145182
0.6387	Remote Similarity	NPC471126
0.6387	Remote Similarity	NPC157252
0.6387	Remote Similarity	NPC472004
0.6387	Remote Similarity	NPC471128
0.6369	Remote Similarity	NPC472399
0.6369	Remote Similarity	NPC469352
0.6369	Remote Similarity	NPC473802
0.6369	Remote Similarity	NPC469382
0.6364	Remote Similarity	NPC124676
0.6364	Remote Similarity	NPC146280
0.6358	Remote Similarity	NPC471933
0.6351	Remote Similarity	NPC180744
0.6346	Remote Similarity	NPC204731
0.6346	Remote Similarity	NPC52839
0.634	Remote Similarity	NPC477509
0.634	Remote Similarity	NPC234858
0.634	Remote Similarity	NPC106228
0.634	Remote Similarity	NPC471127
0.634	Remote Similarity	NPC138372
0.634	Remote Similarity	NPC154363
0.6335	Remote Similarity	NPC473838
0.6335	Remote Similarity	NPC475389
0.6333	Remote Similarity	NPC473040
0.6329	Remote Similarity	NPC75856
0.6329	Remote Similarity	NPC473919
0.6329	Remote Similarity	NPC473709
0.6329	Remote Similarity	NPC469379
0.6329	Remote Similarity	NPC321197
0.6329	Remote Similarity	NPC86346
0.6329	Remote Similarity	NPC145238
0.6323	Remote Similarity	NPC156745
0.6323	Remote Similarity	NPC9674
0.6323	Remote Similarity	NPC19028
0.6323	Remote Similarity	NPC236918
0.6319	Remote Similarity	NPC471234
0.6319	Remote Similarity	NPC478072
0.6306	Remote Similarity	NPC222688
0.6306	Remote Similarity	NPC170538
0.6299	Remote Similarity	NPC10721
0.6299	Remote Similarity	NPC473656
0.6296	Remote Similarity	NPC180902
0.6296	Remote Similarity	NPC475139
0.6296	Remote Similarity	NPC472769
0.6289	Remote Similarity	NPC471939
0.6289	Remote Similarity	NPC293112
0.6282	Remote Similarity	NPC472759
0.6282	Remote Similarity	NPC474585
0.6282	Remote Similarity	NPC475885
0.6282	Remote Similarity	NPC329080
0.6275	Remote Similarity	NPC178289
0.6273	Remote Similarity	NPC472770
0.6266	Remote Similarity	NPC11895
0.6258	Remote Similarity	NPC171905
0.6258	Remote Similarity	NPC472397
0.6258	Remote Similarity	NPC471125
0.6258	Remote Similarity	NPC472758
0.625	Remote Similarity	NPC471940
0.625	Remote Similarity	NPC5153
0.625	Remote Similarity	NPC48414
0.6242	Remote Similarity	NPC472401
0.6226	Remote Similarity	NPC81736
0.6226	Remote Similarity	NPC8369
0.6226	Remote Similarity	NPC172154
0.622	Remote Similarity	NPC182266
0.622	Remote Similarity	NPC100017
0.622	Remote Similarity	NPC471136
0.622	Remote Similarity	NPC473548
0.622	Remote Similarity	NPC475154
0.622	Remote Similarity	NPC471137
0.622	Remote Similarity	NPC223356
0.622	Remote Similarity	NPC475500
0.6218	Remote Similarity	NPC471108
0.6218	Remote Similarity	NPC5292
0.6218	Remote Similarity	NPC470186
0.6218	Remote Similarity	NPC5989
0.6218	Remote Similarity	NPC22628
0.6218	Remote Similarity	NPC5991
0.6218	Remote Similarity	NPC255081
0.6218	Remote Similarity	NPC275696
0.6211	Remote Similarity	NPC476078
0.6211	Remote Similarity	NPC236999
0.6211	Remote Similarity	NPC476091
0.6211	Remote Similarity	NPC473620
0.6209	Remote Similarity	NPC473535
0.6209	Remote Similarity	NPC472757
0.6203	Remote Similarity	NPC19464
0.6194	Remote Similarity	NPC475323
0.6194	Remote Similarity	NPC284068
0.6194	Remote Similarity	NPC469684
0.6188	Remote Similarity	NPC470973
0.6184	Remote Similarity	NPC469656
0.6184	Remote Similarity	NPC469655
0.6184	Remote Similarity	NPC474846
0.6176	Remote Similarity	NPC471172
0.6173	Remote Similarity	NPC162495
0.6169	Remote Similarity	NPC43213
0.6169	Remote Similarity	NPC472400
0.6169	Remote Similarity	NPC216665
0.6164	Remote Similarity	NPC469789
0.6159	Remote Similarity	NPC88668
0.6154	Remote Similarity	NPC153440
0.6149	Remote Similarity	NPC42399
0.6149	Remote Similarity	NPC280903
0.6145	Remote Similarity	NPC130447
0.6145	Remote Similarity	NPC68282
0.6144	Remote Similarity	NPC222834
0.6144	Remote Similarity	NPC475391
0.614	Remote Similarity	NPC194854
0.614	Remote Similarity	NPC48813
0.6135	Remote Similarity	NPC475606
0.6135	Remote Similarity	NPC475314
0.6135	Remote Similarity	NPC477189
0.6135	Remote Similarity	NPC251564
0.6133	Remote Similarity	NPC474716
0.6129	Remote Similarity	NPC196931
0.6129	Remote Similarity	NPC266728
0.6129	Remote Similarity	NPC49492
0.6129	Remote Similarity	NPC190286
0.6125	Remote Similarity	NPC469790
0.6121	Remote Similarity	NPC476823
0.6118	Remote Similarity	NPC63511
0.6115	Remote Similarity	NPC35037
0.6115	Remote Similarity	NPC475041
0.6111	Remote Similarity	NPC478136
0.6111	Remote Similarity	NPC270109
0.6107	Remote Similarity	NPC477127
0.6105	Remote Similarity	NPC475462
0.6105	Remote Similarity	NPC16729
0.6104	Remote Similarity	NPC477126
0.6104	Remote Similarity	NPC474937
0.6101	Remote Similarity	NPC269642
0.6101	Remote Similarity	NPC23786
0.6101	Remote Similarity	NPC470265
0.6098	Remote Similarity	NPC473485
0.6098	Remote Similarity	NPC34963
0.6098	Remote Similarity	NPC474508
0.6098	Remote Similarity	NPC93416
0.6098	Remote Similarity	NPC471855
0.609	Remote Similarity	NPC156252
0.6087	Remote Similarity	NPC217901
0.6087	Remote Similarity	NPC15095
0.6078	Remote Similarity	NPC194619
0.6078	Remote Similarity	NPC96739
0.6078	Remote Similarity	NPC260786
0.6078	Remote Similarity	NPC474871
0.6078	Remote Similarity	NPC174471
0.6076	Remote Similarity	NPC251226
0.6076	Remote Similarity	NPC19336
0.6076	Remote Similarity	NPC79579
0.6076	Remote Similarity	NPC475003
0.6076	Remote Similarity	NPC185876
0.6074	Remote Similarity	NPC470880
0.6074	Remote Similarity	NPC91
0.6074	Remote Similarity	NPC35109
0.6067	Remote Similarity	NPC470980
0.6065	Remote Similarity	NPC474872
0.6065	Remote Similarity	NPC238667

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC176245 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	114
0.1-0.2	589
0.2-0.3	2999
0.3-0.4	4045
0.4-0.5	1204
0.5-0.6	205
0.6-0.7	5
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6196	Remote Similarity	NPD7260	Phase 2
0.6174	Remote Similarity	NPD6008	Approved
0.6159	Remote Similarity	NPD6845	Suspended
0.6038	Remote Similarity	NPD6921	Approved
0.6026	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5988	Remote Similarity	NPD7507	Approved
0.5976	Remote Similarity	NPD7319	Approved
0.5964	Remote Similarity	NPD8338	Approved
0.5909	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.589	Remote Similarity	NPD8273	Phase 1
0.5864	Remote Similarity	NPD7604	Phase 2
0.5839	Remote Similarity	NPD6908	Approved
0.5839	Remote Similarity	NPD6909	Approved
0.5813	Remote Similarity	NPD7516	Approved
0.5786	Remote Similarity	NPD7115	Discovery
0.5758	Remote Similarity	NPD7078	Approved
0.575	Remote Similarity	NPD7327	Approved
0.575	Remote Similarity	NPD7328	Approved
0.5742	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5732	Remote Similarity	NPD7492	Approved
0.5732	Remote Similarity	NPD8297	Approved
0.5697	Remote Similarity	NPD6616	Approved
0.5679	Remote Similarity	NPD6054	Approved
0.5679	Remote Similarity	NPD6319	Approved
0.5669	Remote Similarity	NPD6649	Approved
0.5669	Remote Similarity	NPD6650	Approved
0.5633	Remote Similarity	NPD6053	Discontinued
0.5629	Remote Similarity	NPD8337	Approved
0.5629	Remote Similarity	NPD7736	Approved
0.5629	Remote Similarity	NPD6648	Approved
0.5629	Remote Similarity	NPD8336	Approved
0.5614	Remote Similarity	NPD8415	Approved
0.5613	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.561	Remote Similarity	NPD6370	Approved
0.5607	Remote Similarity	NPD6334	Approved
0.5607	Remote Similarity	NPD6333	Approved

Structure

CID176245 OpenBabel06191715552D 43 48 0 0 1 0 0 0 0 0999 V2000 -0.8282 -0.8601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4408 -3.7435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3260 -4.4583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3704 -4.1635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9908 -1.8248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5602 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1294 -4.3852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6482 -2.0823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9927 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5934 -3.6941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4572 -2.6701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9437 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0793 -1.8655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1229 -1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1840 -3.0743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5037 -2.6832 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7527 -1.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1203 -4.2510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0349 -2.1603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3308 -2.1473 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2818 -2.4563 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0250 -1.7872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9927 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1035 -3.4833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5038 -2.6982 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8171 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1617 -4.2524 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3527 -3.6646 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9437 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1350 -3.3833 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6663 -0.6810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6712 -5.0856 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8350 -1.5604 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6836 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9761 -2.0962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6332 -3.3925 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 -3.0498 -3.1601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 2 0 0 0 0 2 16 1 0 0 0 0 3 28 1 0 0 0 0 4 28 1 0 0 0 0 6 30 1 0 0 0 0 7 10 2 0 0 0 0 7 22 1 0 0 0 0 8 11 1 0 0 0 0 8 21 1 0 0 0 0 9 12 1 0 0 0 0 9 17 2 0 0 0 0 10 29 1 0 0 0 0 11 33 1 0 0 0 0 12 34 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 35 2 0 0 0 0 16 40 1 0 0 0 0 17 18 1 0 0 0 0 17 27 1 0 0 0 0 18 30 1 1 0 0 0 19 14 1 6 0 0 0 19 28 1 0 0 0 0 19 29 1 0 0 0 0 20 31 1 1 0 0 0 20 42 1 0 0 0 0 21 34 1 0 0 0 0 21 36 2 0 0 0 0 22 37 2 0 0 0 0 22 41 1 0 0 0 0 23 38 2 0 0 0 0 23 43 1 0 0 0 0 24 25 1 0 0 0 0 24 29 1 6 0 0 0 25 26 1 0 0 0 0 25 41 1 6 0 0 0 26 30 1 1 0 0 0 26 40 1 0 0 0 0 27 34 1 0 0 0 0 27 39 2 0 0 0 0 28 43 1 0 0 0 0 29 5 1 6 0 0 0 30 31 1 1 0 0 0 31 15 1 1 0 0 0 31 42 1 0 0 0 0 32 33 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	76323175
ChEMBL	CHEMBL2268776
ZINC

Physicochemical Properties

Molecular Weight:	597.27
ALogP:	-0.2918
MLogP:	3.55
XLogP:	0.061
# Rotatable Bonds:	14
Polar Surface Area:	166.86
# H-Bond Aceptor:	12
# H-Bond Donor:	2
# Rings:	6
# Heavy Atoms:	43

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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Biological Activities
Similar NPs/Drugs