Natural Product: NPC165556

Natural Product ID:  NPC165556
Common Name:   Methyl 2,2-Dimethylchromene-6-Carboxylate
IUPAC Name:   methyl 2,2-dimethylchromene-6-carboxylate
Synonyms:  
Molecular Formula:   C13H14O3
Standard InCHIKey:  BVQOOKUOYKXECX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H14O3/c1-13(2)7-6-9-8-10(12(14)15-3)4-5-11(9)16-13/h4-8H,1-3H3
Canonical SMILES:  COC(=O)c1ccc2c(c1)C=CC(O2)(C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO17626 Gentiana algida Species Gentianaceae Eukaryota TCM_Taiwan*
NPO33179 piper sp. Species Piperaceae Eukaryota PMID[15568762]
NPO20123 Actinidia polygama Species Actinidiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT487 Organism Cladosporium cladosporioides Cladosporium cladosporioides Activity = 5 ug 15568762
NPT488 Organism Cladosporium sphaerospermum Cladosporium sphaerospermum Activity = 5 ug 15568762
NPT635 Organism Botryotinia fuckeliana Botryotinia fuckeliana GI > 50 % 20695429

  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 NPC165556 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9669 High Similarity NPC37512
0.959 High Similarity NPC2401
0.928 High Similarity NPC327457
0.928 High Similarity NPC109778
0.928 High Similarity NPC86774
0.9068 High Similarity NPC220540
0.8943 High Similarity NPC291189
0.8943 High Similarity NPC69403
0.8915 High Similarity NPC229646
0.8889 High Similarity NPC121104
0.8864 High Similarity NPC253616
0.8819 High Similarity NPC125887
0.88 High Similarity NPC221798
0.8797 High Similarity NPC36414
0.8788 High Similarity NPC268081
0.877 High Similarity NPC61779
0.8769 High Similarity NPC66158
0.875 High Similarity NPC170546
0.875 High Similarity NPC66246
0.872 High Similarity NPC141252
0.872 High Similarity NPC11799
0.8692 High Similarity NPC470859
0.8692 High Similarity NPC175159
0.8682 High Similarity NPC183348
0.8682 High Similarity NPC282230
0.8678 High Similarity NPC470860
0.8667 High Similarity NPC184053
0.8661 High Similarity NPC475236
0.8661 High Similarity NPC237868
0.8657 High Similarity NPC473988
0.8651 High Similarity NPC184219
0.8647 High Similarity NPC472516
0.864 High Similarity NPC67300
0.8626 High Similarity NPC55147
0.8615 High Similarity NPC470977
0.8615 High Similarity NPC470976
0.8615 High Similarity NPC472517
0.8615 High Similarity NPC196979
0.8615 High Similarity NPC15083
0.8613 High Similarity NPC113397
0.8605 High Similarity NPC473019
0.8593 High Similarity NPC472515
0.8583 High Similarity NPC470858
0.8583 High Similarity NPC2771
0.8582 High Similarity NPC38153
0.8571 High Similarity NPC46869
0.8571 High Similarity NPC151113
0.8512 High Similarity NPC252004
0.8507 High Similarity NPC161196
0.8496 Intermediate Similarity NPC470844
0.8496 Intermediate Similarity NPC61499
0.8496 Intermediate Similarity NPC229128
0.8492 Intermediate Similarity NPC13007
0.8492 Intermediate Similarity NPC96286
0.8492 Intermediate Similarity NPC257188
0.8492 Intermediate Similarity NPC248429
0.8485 Intermediate Similarity NPC54503
0.8467 Intermediate Similarity NPC254010
0.8456 Intermediate Similarity NPC136095
0.8456 Intermediate Similarity NPC262635
0.8455 Intermediate Similarity NPC45104
0.845 Intermediate Similarity NPC293387
0.845 Intermediate Similarity NPC49852
0.845 Intermediate Similarity NPC475496
0.8444 Intermediate Similarity NPC103001
0.8444 Intermediate Similarity NPC332594
0.8444 Intermediate Similarity NPC157855
0.8433 Intermediate Similarity NPC104796
0.843 Intermediate Similarity NPC90903
0.8425 Intermediate Similarity NPC273772
0.8425 Intermediate Similarity NPC154176
0.8425 Intermediate Similarity NPC173350
0.8425 Intermediate Similarity NPC290605
0.8425 Intermediate Similarity NPC472518
0.8425 Intermediate Similarity NPC109675
0.8421 Intermediate Similarity NPC292998
0.8417 Intermediate Similarity NPC208584
0.8417 Intermediate Similarity NPC469953
0.8417 Intermediate Similarity NPC171656
0.8417 Intermediate Similarity NPC23332
0.8413 Intermediate Similarity NPC144418
0.8409 Intermediate Similarity NPC284424
0.8406 Intermediate Similarity NPC313036
0.84 Intermediate Similarity NPC230951
0.8394 Intermediate Similarity NPC472409
0.8394 Intermediate Similarity NPC470856
0.8387 Intermediate Similarity NPC265547
0.8387 Intermediate Similarity NPC94298
0.8387 Intermediate Similarity NPC27633
0.8385 Intermediate Similarity NPC157212
0.8385 Intermediate Similarity NPC2596
0.8385 Intermediate Similarity NPC473907
0.8382 Intermediate Similarity NPC17848
0.8374 Intermediate Similarity NPC131192
0.8359 Intermediate Similarity NPC107846
0.8359 Intermediate Similarity NPC27671
0.8359 Intermediate Similarity NPC73413
0.8359 Intermediate Similarity NPC111347
0.8359 Intermediate Similarity NPC89630
0.8359 Intermediate Similarity NPC201667
0.8358 Intermediate Similarity NPC125920
0.8358 Intermediate Similarity NPC66705
0.8357 Intermediate Similarity NPC286038
0.8333 Intermediate Similarity NPC103362
0.8333 Intermediate Similarity NPC183648
0.8333 Intermediate Similarity NPC301717
0.8321 Intermediate Similarity NPC939
0.8321 Intermediate Similarity NPC23257
0.8321 Intermediate Similarity NPC473894
0.8321 Intermediate Similarity NPC473076
0.8321 Intermediate Similarity NPC11566
0.8321 Intermediate Similarity NPC473209
0.832 Intermediate Similarity NPC281356
0.832 Intermediate Similarity NPC298796
0.8309 Intermediate Similarity NPC221046
0.8306 Intermediate Similarity NPC469954
0.8306 Intermediate Similarity NPC183154
0.8306 Intermediate Similarity NPC217423
0.8306 Intermediate Similarity NPC263754
0.8298 Intermediate Similarity NPC66991
0.8298 Intermediate Similarity NPC129650
0.8296 Intermediate Similarity NPC163029
0.8296 Intermediate Similarity NPC60667
0.8293 Intermediate Similarity NPC188907
0.8286 Intermediate Similarity NPC294365
0.8284 Intermediate Similarity NPC247743
0.8284 Intermediate Similarity NPC108113
0.8284 Intermediate Similarity NPC93756
0.8273 Intermediate Similarity NPC51146
0.8273 Intermediate Similarity NPC472840
0.8273 Intermediate Similarity NPC11561
0.8273 Intermediate Similarity NPC166858
0.8273 Intermediate Similarity NPC226636
0.8271 Intermediate Similarity NPC278556
0.8271 Intermediate Similarity NPC302844
0.8264 Intermediate Similarity NPC233238
0.8264 Intermediate Similarity NPC57879
0.8261 Intermediate Similarity NPC475680
0.8261 Intermediate Similarity NPC150522
0.8261 Intermediate Similarity NPC305355
0.8261 Intermediate Similarity NPC471587
0.8258 Intermediate Similarity NPC307732
0.8258 Intermediate Similarity NPC42292
0.8248 Intermediate Similarity NPC470668
0.8248 Intermediate Similarity NPC131130
0.8248 Intermediate Similarity NPC470669
0.8248 Intermediate Similarity NPC71903
0.8244 Intermediate Similarity NPC185066
0.8244 Intermediate Similarity NPC473744
0.8244 Intermediate Similarity NPC472519
0.824 Intermediate Similarity NPC96705
0.824 Intermediate Similarity NPC152306
0.8239 Intermediate Similarity NPC211811
0.8239 Intermediate Similarity NPC266743
0.8235 Intermediate Similarity NPC174999
0.8235 Intermediate Similarity NPC254741
0.8231 Intermediate Similarity NPC234109
0.8231 Intermediate Similarity NPC471826
0.8231 Intermediate Similarity NPC154275
0.8231 Intermediate Similarity NPC188327
0.8226 Intermediate Similarity NPC128633
0.8217 Intermediate Similarity NPC255073
0.8217 Intermediate Similarity NPC291899
0.8214 Intermediate Similarity NPC213900
0.8214 Intermediate Similarity NPC17262
0.8214 Intermediate Similarity NPC59522
0.8209 Intermediate Similarity NPC101294
0.8209 Intermediate Similarity NPC473655
0.8201 Intermediate Similarity NPC156590
0.8201 Intermediate Similarity NPC64908
0.8201 Intermediate Similarity NPC147688
0.8201 Intermediate Similarity NPC201820
0.8201 Intermediate Similarity NPC118840
0.8201 Intermediate Similarity NPC110969
0.8201 Intermediate Similarity NPC205006
0.8195 Intermediate Similarity NPC279596
0.8195 Intermediate Similarity NPC104854
0.8195 Intermediate Similarity NPC473777
0.8189 Intermediate Similarity NPC235190
0.8189 Intermediate Similarity NPC163200
0.8189 Intermediate Similarity NPC180006
0.8188 Intermediate Similarity NPC310370
0.8188 Intermediate Similarity NPC170812
0.8188 Intermediate Similarity NPC78913
0.8188 Intermediate Similarity NPC183642
0.8188 Intermediate Similarity NPC18260
0.8182 Intermediate Similarity NPC164299
0.8182 Intermediate Similarity NPC473809
0.8182 Intermediate Similarity NPC88445
0.8175 Intermediate Similarity NPC62735
0.8175 Intermediate Similarity NPC259685
0.8169 Intermediate Similarity NPC282335
0.8169 Intermediate Similarity NPC180477
0.8169 Intermediate Similarity NPC218300
0.8169 Intermediate Similarity NPC74539
0.8169 Intermediate Similarity NPC304443
0.8168 Intermediate Similarity NPC22783
0.8162 Intermediate Similarity NPC101752
0.8156 Intermediate Similarity NPC246903
0.8156 Intermediate Similarity NPC474044

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC165556 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8593 High Similarity NPD7421 Clinical (unspecified phase)
0.8456 Intermediate Similarity NPD1243 Approved
0.8387 Intermediate Similarity NPD9545 Approved
0.8279 Intermediate Similarity NPD1241 Discontinued
0.8273 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8254 Intermediate Similarity NPD17 Approved
0.8235 Intermediate Similarity NPD2796 Approved
0.8169 Intermediate Similarity NPD920 Approved
0.8162 Intermediate Similarity NPD3748 Approved
0.8156 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD9697 Approved
0.8062 Intermediate Similarity NPD9717 Approved
0.8062 Intermediate Similarity NPD1608 Approved
0.8029 Intermediate Similarity NPD2799 Discontinued
0.8 Intermediate Similarity NPD4628 Phase 3
0.8 Intermediate Similarity NPD1240 Approved
0.8 Intermediate Similarity NPD4307 Phase 2
0.7985 Intermediate Similarity NPD1296 Phase 2
0.7985 Intermediate Similarity NPD2313 Discontinued
0.7985 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7984 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.797 Intermediate Similarity NPD6832 Phase 2
0.7958 Intermediate Similarity NPD6799 Approved
0.7955 Intermediate Similarity NPD1019 Discontinued
0.7945 Intermediate Similarity NPD7411 Suspended
0.7923 Intermediate Similarity NPD3972 Approved
0.7902 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7902 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD6801 Discontinued
0.7883 Intermediate Similarity NPD1607 Approved
0.7879 Intermediate Similarity NPD3267 Approved
0.7879 Intermediate Similarity NPD3266 Approved
0.7879 Intermediate Similarity NPD1203 Approved
0.7872 Intermediate Similarity NPD3750 Approved
0.7857 Intermediate Similarity NPD1549 Phase 2
0.7857 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7846 Intermediate Similarity NPD422 Phase 1
0.7838 Intermediate Similarity NPD7819 Suspended
0.7838 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7786 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7786 Intermediate Similarity NPD2353 Approved
0.7786 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7786 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.777 Intermediate Similarity NPD1510 Phase 2
0.777 Intermediate Similarity NPD4308 Phase 3
0.7755 Intermediate Similarity NPD6599 Discontinued
0.7748 Intermediate Similarity NPD919 Approved
0.7744 Intermediate Similarity NPD2797 Approved
0.7714 Intermediate Similarity NPD1551 Phase 2
0.7714 Intermediate Similarity NPD2935 Discontinued
0.771 Intermediate Similarity NPD1281 Approved
0.7705 Intermediate Similarity NPD3134 Approved
0.7692 Intermediate Similarity NPD1778 Approved
0.7692 Intermediate Similarity NPD3887 Approved
0.7682 Intermediate Similarity NPD7075 Discontinued
0.7681 Intermediate Similarity NPD1933 Approved
0.7681 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD3225 Approved
0.766 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD9493 Approved
0.7643 Intermediate Similarity NPD7033 Discontinued
0.7642 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD1358 Approved
0.7615 Intermediate Similarity NPD5691 Approved
0.7609 Intermediate Similarity NPD3142 Approved
0.7609 Intermediate Similarity NPD3140 Approved
0.7591 Intermediate Similarity NPD3268 Approved
0.7574 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7569 Intermediate Similarity NPD2354 Approved
0.7568 Intermediate Similarity NPD3226 Approved
0.7556 Intermediate Similarity NPD2798 Approved
0.7538 Intermediate Similarity NPD1894 Discontinued
0.7537 Intermediate Similarity NPD1283 Approved
0.7537 Intermediate Similarity NPD1876 Approved
0.7535 Intermediate Similarity NPD2346 Discontinued
0.7535 Intermediate Similarity NPD2344 Approved
0.75 Intermediate Similarity NPD7003 Approved
0.75 Intermediate Similarity NPD7768 Phase 2
0.7483 Intermediate Similarity NPD5049 Phase 3
0.7483 Intermediate Similarity NPD2186 Approved
0.748 Intermediate Similarity NPD5535 Approved
0.7465 Intermediate Similarity NPD4476 Approved
0.7465 Intermediate Similarity NPD4477 Approved
0.7464 Intermediate Similarity NPD3764 Approved
0.7464 Intermediate Similarity NPD411 Approved
0.7464 Intermediate Similarity NPD6798 Discontinued
0.7434 Intermediate Similarity NPD3817 Phase 2
0.7429 Intermediate Similarity NPD447 Suspended
0.7429 Intermediate Similarity NPD5124 Phase 1
0.7429 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD4626 Approved
0.7415 Intermediate Similarity NPD5401 Approved
0.7402 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD4380 Phase 2
0.7389 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7388 Intermediate Similarity NPD1481 Phase 2
0.7379 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD1238 Approved
0.7348 Intermediate Similarity NPD1651 Approved
0.7347 Intermediate Similarity NPD1511 Approved
0.7338 Intermediate Similarity NPD3749 Approved
0.7333 Intermediate Similarity NPD7458 Discontinued
0.7329 Intermediate Similarity NPD2309 Approved
0.732 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD9261 Approved
0.7315 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD5403 Approved
0.7313 Intermediate Similarity NPD1535 Discovery
0.731 Intermediate Similarity NPD2800 Approved
0.7308 Intermediate Similarity NPD1247 Approved
0.7305 Intermediate Similarity NPD230 Phase 1
0.7305 Intermediate Similarity NPD6355 Discontinued
0.7297 Intermediate Similarity NPD2533 Approved
0.7297 Intermediate Similarity NPD2534 Approved
0.7297 Intermediate Similarity NPD2532 Approved
0.7296 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD1471 Phase 3
0.7285 Intermediate Similarity NPD6585 Discontinued
0.7279 Intermediate Similarity NPD6652 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD5844 Phase 1
0.7248 Intermediate Similarity NPD6273 Approved
0.7248 Intermediate Similarity NPD1512 Approved
0.7246 Intermediate Similarity NPD9494 Approved
0.7244 Intermediate Similarity NPD5494 Approved
0.7237 Intermediate Similarity NPD5890 Approved
0.7237 Intermediate Similarity NPD5889 Approved
0.7234 Intermediate Similarity NPD2979 Phase 3
0.723 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7218 Intermediate Similarity NPD5585 Approved
0.7208 Intermediate Similarity NPD4288 Approved
0.719 Intermediate Similarity NPD1934 Approved
0.7185 Intermediate Similarity NPD1611 Approved
0.7183 Intermediate Similarity NPD4618 Approved
0.7183 Intermediate Similarity NPD4622 Approved
0.7172 Intermediate Similarity NPD6004 Phase 3
0.7172 Intermediate Similarity NPD6005 Phase 3
0.7172 Intermediate Similarity NPD6002 Phase 3
0.7172 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD8032 Phase 2
0.716 Intermediate Similarity NPD5953 Discontinued
0.7143 Intermediate Similarity NPD7286 Phase 2
0.7143 Intermediate Similarity NPD1548 Phase 1
0.7143 Intermediate Similarity NPD2801 Approved
0.7133 Intermediate Similarity NPD6651 Approved
0.7124 Intermediate Similarity NPD6386 Approved
0.7124 Intermediate Similarity NPD6385 Approved
0.7122 Intermediate Similarity NPD454 Approved
0.7111 Intermediate Similarity NPD3496 Discontinued
0.7111 Intermediate Similarity NPD3847 Discontinued
0.7105 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD1164 Approved
0.709 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD9264 Approved
0.7087 Intermediate Similarity NPD9263 Approved
0.7087 Intermediate Similarity NPD9267 Approved
0.7083 Intermediate Similarity NPD5688 Approved
0.7083 Intermediate Similarity NPD5689 Approved
0.7081 Intermediate Similarity NPD7177 Discontinued
0.7075 Intermediate Similarity NPD2654 Approved
0.7067 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD3882 Suspended
0.7047 Intermediate Similarity NPD7440 Discontinued
0.7044 Intermediate Similarity NPD6232 Discontinued
0.7042 Intermediate Similarity NPD6233 Phase 2
0.7042 Intermediate Similarity NPD4062 Phase 3
0.7039 Intermediate Similarity NPD957 Approved
0.7037 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD1465 Phase 2
0.7031 Intermediate Similarity NPD9266 Approved
0.7031 Intermediate Similarity NPD2684 Approved
0.7031 Intermediate Similarity NPD74 Approved
0.7013 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.6993 Remote Similarity NPD4060 Phase 1
0.6987 Remote Similarity NPD5402 Approved
0.6986 Remote Similarity NPD2531 Phase 2
0.6986 Remote Similarity NPD6099 Approved
0.6986 Remote Similarity NPD6100 Approved
0.6986 Remote Similarity NPD2438 Suspended
0.6984 Remote Similarity NPD164 Approved
0.6974 Remote Similarity NPD5586 Clinical (unspecified phase)
0.6968 Remote Similarity NPD6279 Approved
0.6968 Remote Similarity NPD6280 Approved
0.6966 Remote Similarity NPD7097 Phase 1
0.6959 Remote Similarity NPD1652 Phase 2
0.6957 Remote Similarity NPD4359 Approved
0.6957 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6954 Remote Similarity NPD3146 Approved
0.6954 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6953 Remote Similarity NPD290 Approved
0.695 Remote Similarity NPD2614 Approved
0.6944 Remote Similarity NPD4340 Discontinued
0.694 Remote Similarity NPD5536 Phase 2
0.6937 Remote Similarity NPD6808 Phase 2
0.6934 Remote Similarity NPD1610 Phase 2

Structure

External Identifiers

PubChem CID   5316881
ChEMBL   CHEMBL489132
ZINC  

Physicochemical Properties

Molecular Weight:  218.09
ALogP:  0.919
MLogP:  2.56
XLogP:  2.791
# Rotatable Bonds:  5
Polar Surface Area:  35.53
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  16

Download Data

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